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Chemical Structure| 120687-07-2

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Product Details of [ 120687-07-2 ]

CAS No. :120687-07-2
Formula : C12H17N5O3
M.W : 279.30
SMILES Code : NC1=NC=C2N=CN(CC[C@H](CO)COC(C)=O)C2=N1
MDL No. :MFCD08063728
InChI Key :OUMGIMAEASXOJH-UHFFFAOYSA-N
Pubchem ID :10039252

Safety of [ 120687-07-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319
Precautionary Statements:P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330

Computational Chemistry of [ 120687-07-2 ] Show Less

Physicochemical Properties

Num. heavy atoms 20
Num. arom. heavy atoms 9
Fraction Csp3 0.5
Num. rotatable bonds 7
Num. H-bond acceptors 6.0
Num. H-bond donors 2.0
Molar Refractivity 72.28
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

116.15 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

1.78
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

-0.63
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

-0.02
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

-0.64
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

0.05
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

0.11

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-1.05
Solubility 25.1 mg/ml ; 0.09 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Very soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-1.34
Solubility 12.9 mg/ml ; 0.0461 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Very soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-2.15
Solubility 1.98 mg/ml ; 0.0071 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

High
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

No
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

Yes
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

No
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

No
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

No
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

No
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-8.45 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

0.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

0.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

0.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<0.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

2.7

Application In Synthesis of [ 120687-07-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 120687-07-2 ]

[ 120687-07-2 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 97845-60-8 ]
  • [ 120687-07-2 ]
  • 2
  • [ 97845-60-8 ]
  • [ 104227-87-4 ]
  • [ 104227-86-3 ]
  • [ 120687-07-2 ]
YieldReaction ConditionsOperation in experiment
64% With ammonium formate;palladium on charcoal; In methanol; acetic acid methyl ester; at 40℃; for 6.16667h;Product distribution / selectivity; Into a jacketed reactor equipped with a mechanical stirrer, a reflux condenser and a thermocouple, under an inert atmosphere (N2), was added dry 7 % Pd/C (3.48 g), MeOAc (500 ml), MEOH (50 ml), Cl-FMC (50.1 g; 49.6 mmol), and ammonium formate (27. 18 g; 97 % pure). The reaction mixture was heated at 40C for 6 hours and 10 min. At this stage 98. 37 % FMC, 0.82 % MH-FMC and 0.63 % DH-FMC and 0.18 % Cl- FMC; were detected. Upon cooling the reaction mixture and filtering the black solid, the filtrate was evaporated to dryness leaving 43.77 g solid (almost the entire expected amount of FMC; assay 97.3 % FMC). The composition of the solid was left unchanged from the above quotation. The solid was partitioned in EtOAc (365 ml) and water (150 ml). The organic phase was washed with H20 (45 ml), and kept aside. The combined aqueous phases were washed with EtOAc (3 x 40 ml). The combined EtOAc extracts were washed with H20 (40 ml), and kept aside. The aqueous phases were extracted again with EtOAc (2 x 40 ml). The EtOAc extracts were washed with HA0 (10 ml), and kept aside. The three organic phases were combined, dried with MGS04 and evaporated to dryness leaving 34.7 g white solid (-76. 8 % yield). The solid was crystallized in BUOH (100 ml; 63C) giving 28.9 g pure FMC (64 % yield). Less then 0.1 % impurities (each) were detected in the crystals.
With ammonium formate;palladium on charcoal; In methanol; acetic acid methyl ester; at 40℃; for 1.6 - 6h;Product distribution / selectivity; Into a jacketed reactor equipped with a mechanical stirrer, a reflux condenser and a thermocouple, under an inert atmosphere (N2), was added dry 11.4 % PD/C (2.3 G), MeOAc (200 ml), MEOH (20 ml), CL-FMC (20 g; 55. 8 mmol), and ammonium formate (10.5 g; 97 % pure). The reaction mixture was heated at 40C. Complete conversion of CL-FMC was observed within 1 hr and 40 min. Under these conditions two hydrolysis by-products, mono-hydroxy FMC (MH-FMC) and di-hydroxy FMC (DH-FMC) were formed, 0.9 % and 0.64 %, respectively. The reaction mixture was left to stir for a total of 4 hours at 40C. This did not have a significant effect on the level of the by-products THAT REMAINED STEADY, I. E. , THE MH-FMC AND DH-FMC LEVEL WAS 1. 05 % AND 0. 72 %, respectively. The reaction was cooled to room temperature, then filtered. This solid retained 0.9 % MH-FMC and only 0.6 % of the DH-FMC.; Example 3 Preparation of Acetic acid 2-acetoxymethyl-4- (2-amino-purin-9-yl)-butyl ester (FMC) from Acetic acid 2-acetoxymethyl-4- (5-amino-7-chloro-imidazo [4,5- B] PYRIDIN-3-YL) -BUTYL ESTER (CL-FMC) Into a jacketed reactor equipped with a mechanical stirrer, a reflux condenser and a thermocouple, under an inert atmosphere (N2), was added dry 5.38 % Pd/C (1.07 g), MeOAc (200 ml), MEOH (20 ml), Cl-FMC (20.04 g; 55.85 mmol), and ammonium formate (10.48 g; 97 % pure). The reaction mixture was heated at 40C for 6 hours. The reaction mixture composition was 96.7 % FMC, 0.86 % DH-FMC, 1.07 % of MH-FMC and 1.27 % Cl-FMC. The reaction mixture was cooled to room temperature, filtered and the filtrate was evaporated to dryness leaving 17.94 g of white solid (assay 94.8 % FMC).
With water; ammonium formate;palladium on charcoal; In methanol; acetic acid methyl ester; at 40℃; for 4h;Product distribution / selectivity; Into a jacketed reactor equipped with a mechanical stirrer, a reflux condenser and a thermocouple, under an inert atmosphere (N2), was added wet 5.7 % Pd/C (2.27 g; 50% H20), MeOAc (110 ml), MEOH (110 ml), CL-FMC (20 g; 55.74 mmol), and ammonium formate (10.54 g; 97% pure). The reaction mixture was heated at 40C for 4 hours. The reaction mixture composition was 96.3 % FMC, 1.06 % DH-FMC, 2.64 % OF MH-FMC. No Cl-FMC was detected. The reaction mixture was cooled, filtered. The filtrate was concentrated to 53.5 g slurry. The white solid was filtered and washed with hexane, leaving 19.24 g solid (assay 87.5% FMC; expected amount 17.91g).
With water; ammonium formate;palladium on charcoal; In acetic acid methyl ester; at 40℃; for 4.5h;Product distribution / selectivity; Into a jacketed reactor equipped with a mechanical stirrer, a reflux condenser and a thermocouple, under an inert atmosphere (N2), was added 5.46 % Pd/C wet (2.27 g; 50 % H20), MeOAc (220 ml), CL-FMC (21 g; 58. 5 mmol), and ammonium formate (10.66 g; 97 % pure). The reaction mixture was heated at 40C for 4.5 hours. The reaction mixture composition was 74.47 % FMC, 0.64 % DH-FMC, 0.74 % of MH-FMC and 35 % Cl- FMC. MEOH was added (20 ml) and the reaction mixture was left for 1 more hour at 40C, then cooled to room temperature and stirred overnight. The reaction proceeded further and the composition of the reaction mixture was 89. 6 % FMC, 0.73 % DH-FMC, 0.9 % of MH-FMC and 8.8 % Cl-FMC. Heating was continued 135 min. more at 40C and the composition of the reaction mixture was 93.05 % FMC, 0.81 % DH-FMC, 1 % of MH-FMC and 5 % Cl-FMC. The reaction mixture was filtered and the filtrate was concentrated to 40.3 g of slurry. The solid was filtered and washed to give 13.64 g solid composed of 97.53 % FMC, 0.34 % DH-FMC, 0.69 % OF MH-FMC and 1.44 % CL-FMC (assay 96.5% FMC).
With water; ammonium formate;palladium on charcoal; In methanol; at 40℃; for 4.5h;Product distribution / selectivity; Into a jacketed reactor equipped with a mechanical stirrer, a reflux condenser and a thermocouple, under an inert atmosphere (N2), was added wet 5.56 % Pd/C (4.4 g; 50% H20), MEOH (440 ml), Cl-FMC (40 g; 111.5 mmol), and ammonium formate (21.96 g; 97 % pure). The reaction mixture was heated at 40C for 4.5 % hours. The reaction mixture composition was 95.8 % FMC, 0.55 % DH-FMC, 3.3 % of MH-FMC. No Cl- FMC was detected. The reaction mixture was cooled and filtered.
With ammonium formate;palladium on charcoal; In methanol; ethyl acetate; at 40℃; for 5.16667h;Product distribution / selectivity; Into a jacketed reactor equipped with a mechanical stirrer, a reflux condenser and a thermocouple, under an inert atmosphere (N2), was added dry 5.4 % PD/C (1.07 g), EtOAc (220 ml), MEOH (20 ml); Cl-FMC (20 g; 55.8 mmol), and ammonium formate (10.5 g; 97 % pure). The reaction mixture was heated at 40C for 5 hours 10 min. The reaction mixture composition was 50.57 % FMC, 0.54 % DH-FMC, 0.53 % OF MH-FMC and 48.36 % Cl-FMC. MEOH was added (20 ml) and the reaction mixture continued at 40C for 80 min. more. Leaving the composition unchanged. The reaction mixture was left to stir overnight at room temperature. While the CL-FMC was consumed slightly more (44.1 %) the MH-FMC and DH-FMC level remained steady. After heating to 40C 3 hours more showed a progress of the reaction to 76.7 % FMC, 0.67 % DH-FMC, 0.93 % MH-FMC and 21.53 % Cl-FMC. More MEOH was added (40 ml) and the reaction was continued 2.5 hours. The composition of the reaction mixture was 96.14 % FMC, 0.79 % DH-FMC, 1.3 % of MH-FMC and 1.55 % Cl-FMC. After cooling to room temperature, the reaction mixture was filtered and the filtrate was evaporated to dryness leaving 17.45 g solid composed of 97. 48 % FMC, 0.64 % DH-FMC, 1.14 % OF MH-FMC and 0.72 % CL-FMC (assay 97.1 % FMC).

  • 3
  • [ 97845-60-8 ]
  • [ 104227-86-3 ]
  • [ 120687-07-2 ]
YieldReaction ConditionsOperation in experiment
0.71%; 1.85% With water; ammonium formate;palladium on charcoal; In methanol; i-BuOAc; at 50℃; for 5h;Product distribution / selectivity; Into a jacketed reactor equipped with a mechanical stirrer, a reflux condenser and a thermocouple, under an inert atmosphere (N2), was added wet 10 % Pd/C (3.92 g; 50 % H20), i-BuOAc (155 ml), MEOH (65 ml); CL-FMC (20 g; 55.8 mmol), and ammonium formate (11 g; 97 % pure). The reaction mixture was heated at 40C. After 75 min. all the Cl-FMC was consumed. At this level, 0.71 % DH-FMC and 1. 85 % MH-FMC were formed.
  • 4
  • [ 97845-60-8 ]
  • [ 104227-87-4 ]
  • [ 120687-07-2 ]
YieldReaction ConditionsOperation in experiment
89.7% With water; ammonium formate;palladium on charcoal; In ethyl acetate; at 50℃; for 5h;Product distribution / selectivity; Into a jacketed reactor equipped with a mechanical stirrer, a reflux condenser and a thermocouple, under an inert atmosphere (N2), was added wet 10 % Pd/C (12 g, 50 % H20), EtOAc (660 ml), CL-FMC (60 g; 168.6 mmol), and ammonium formate (32.8 g; 504.5 mmol; 97 % pure). The reaction mixture was heated at 50C. After 5 hours, all the CL-FMC was consumed, and the composition of the reaction mixture showed 99.6 % FMC, 0. 1 %, of MH-FMC and traces of the DH-FMC. The reaction mixture was filtered at 50C and the filtrate was evaporated to dryness, leaving 51.5 g of solid (95 % of the 54.2 g expected). The solid was crystallized from n-BuOH (61C ; 155 ml). After cooling in ice-water bath, filtration and drying (6 hrs ; 60C) 48.6 g of pure FMC (89.7 % yield) was obtained (99.8 % FMC; MH-FMC level was less than 0.1 % HPLC area %).
62 - 69.8% With water; ammonium formate;palladium on charcoal; In ethyl acetate; at 50 - 70℃; for 4 - 5h;Product distribution / selectivity; Into a jacketed reactor equipped with a mechanical stirrer and a reflux condenser, under an inert atmosphere (N2), was added wet 10 % Pd/C (18.9 g, 52 % H20), EtOAc (423 ml) AND CL-FMC (90 g; 252.9 mmol). The reaction mixture was heated to 70C. Ammonium formate (19.7 g; 312.4 mmol) was added in 11 portions. The portions were added every 20 min. After 4 hours, all the Cl-FMC was consumed. The reaction mixture was diluted to 720 ml and filtered at 40C. A charcoal (4.5 g) was added to the filtrate and the mixture was stirred for 30 min. Then the charcoal was filtered out and washed (90 ml) EtOAc. The wash was added to the filtrate. The filtrate was distillated back to 423 ml of EtOAc. Precipitation occurred during the distillation. The mixture was heated until a clear solution was obtained. Then the solution was cooled (4 hrs; 10C) and precipitation occurred during the cooling process. After 12 hrs of stirring, the material was filtered out and was washed with water, and a wet famciclovir was obtained. The material was dried 3 hr at 45C and 3 hr at 65C. FMC (62 % yield) was obtained (MH- FMC level was 0.03 % HPLC).Example 13 Preparation of Acetic ACID » 2-ACETOXYMETHYL-4-(2-AMINO-PURIN-9-YL)-BUTYL ester (FMC) from Acetic acid 2-acetoxymethyl-4- (5-amino-7-chloro-imidazo [4,5- B] PYRIDIN-3-YL)-BUTYL ester (Cl-FMC) Into a jacketed reactor equipped with a mechanical stirrer and a reflux condenser, under an inert atmosphere (N2), was added wet 10 % PD/C (68. 7 g, 52 % H20), EtOAc (1550 ml) and Cl-FMC (330 g ; 927. 5 MMOL). The reaction mixture was heated to 50C. Ammonium formate (71.2 g; 1130.3 mmol) was added in 11 portions. The portions were added every 20 min. After 5 hours, all the Cl-FMC was consumed. The reaction mixture was diluted to 2640 ml and filtered at 50C. A charcoal (16.5 g) was added to the filtrate and the mixture was stirred for 30 min. Then the charcoal was filtered out and washed (330 ML) OF ETOAC. The wash was added to the filtrate. The filtrate was DISTILLATED back TO 1, 550 ML OF EOTAC. The mixture was heated until a clear solution obtained. Then the solution was cooled (5.5 hrs ;-10C) and precipitation occurred during the cooling process. After 12 hr of stirring, the material was filtered out and was washed with water, and a wet famciclovir was obtained. The material was dried 3 hr at 45C and 3 hr at 65C. FMC (69.8 % yield) was obtained (MH-FMC level was 0.06 % HPLC).
0.27 - 0.29%Chromat. A MIXTURE OF 6. 2 G wet "10 % Pd/C"(wt Pd/wt Pd+C) 52.14 % H2O (wt H2O/wt of Pd+C+H2O), H2O (120 ml) and Cl-FMC (30 g; 83.1 mmol) was added, under an inert atmosphere of nitrogen, into a JACKETED REACTOR EQUIPMENT with a mechanical stirrer, a reflux condenser and a THERMOCOUPLE. THE MIXTURE WAS HEATED TO 42C. A solution of ammonium FBNNATE (6. 5 g; 99.7 MMOL; 20 % excess) in 20 ml H20 was added dropwise for 2. 5 HOURS. AFTER 30 min., charcoal (3 G) was added and the solution was continued to be stirred for an additional time of 30 min. The reaction mixture was filtered, and the catalyst was washed with 10 ml H2O. The filtrate was stirred for 2 hours in an ice bath (2C). The precipitated solid was filtered and washed WITH 15 ML cold 20, LEAVING 31. 5 g wet solid precipitate. Upon drying, 22. 4 G of a very white solid was obtained (83. 6% of the expected). The MH-FMC LEVEL WAS 0. 29% and the FMC yield was 83.3 % (HPLC area %). Example 2 Preparation of Acetic acid 2-acetoxymethyl-4-(2-amino-purin-9-yl)-butyl ester (FMC) from 9-[4-acetoxy-3(acetoxymethyl)but-1-yl]-2-amino-6-chloropurine-(Cl- FMC) A MIXTURE OF 6. 2 G WET"10% PD/C" (BASED on the weight of Pd+C) with 52. 14 % H2O (wt H2O/wt of Pd+C+H2O), H2O (120 ml) and Cl-FMC (30 g; 83.1 MMOL) WAS ADDED,-UNDER AN INERT ATMOSPHERE OF NITROGEN, INTO a JACKETED REACTOR equipment with a MECHANICAL STIRRER, a reflux condenser and a thermocouple. The mixture was preheated to 35C. A solution of ammonium formte (5.4 g; 83.1 mmole; 8.4% in excess) in 20 ml H2O was added dropwise for 2.5 hours. After 30 MIN., CHARCOAL (3 G) WAS ADDED AND the solution was stirred for 30 min. The reaction mixture was filtered, and the catalyst obtained was washed with 10 ml H2O. The filtrate was stirred for 2 hours in an ice bath (2C). The precipitated solid was filtered and washed with 15 ml cold H2O, leaving 31.5 g wet solid precipitate. Upon drying, 22. 4 g of a very white solid was obtained (81.3% OF THE EXPECTED). THE MH-FMC level was 0.27% and the CL-FMC was 0. 08% (HPLC area %). All other impurities levels were less than 0. 06% (HPLC AREA %). Example 3 PREPARATION OF ACETIC ACID 2-ACETOXYMETHYL-4- (2-AMINO-PUNN-9-YL)-BUTYL ESTER (FOC) FROM 9- [4-ACETOXY-3- (ACETOXYMETHYL) BUT-L-YL]-2-AMINO-6-CHLOROPUNNE (CL- FMC) Into A JACKETED REACTOR EQUIPMENT with a mechanical STIRRER, a reflux condenser and a thermocouple, under an inert atmosphere (N2), a mixture of wet"10 % P LIJC (D 2 g, wherein the 10% is based on THE COMBINED WEIGHT OFPD AND C, HAVING 52. 14 % I20 (WT OF NZO/WT OF P+C+H2C3)),,-HSO (120 ML) and C1-FMC (30 G ; 83. 1 MMO .) was added. The mixture was maintained at room temperature. A solution of ammonium formate (5.4 g; 83. 1 mmole ; 8.4% in excess) in 20 ML H20 was added DROPWISE FOR 6 HOURS. AFTER 30 MIN. , CHARCOAL (3 G) WAS ADDED AND THE SOLUTION WAS stirred for 30 min. The reaction mixture was filtered, and the catalyst was washed with 10 ml H20. The filtrate was stirred for 2 hours in an ice bath (2C). The precipitated solid was filtered and washed with 15 ml cold H20, leaving 31.5 g wet solid precipitate. Upon drying, 22.4 g of a very white solid was obtained (81.3% of the expected). The MH-FMC level was 0.27% and the CL-FMC was 0. 08% (HPLC area %). All other impurities were less than 0. 06% (HPLC area %).
 

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