Home Cart Sign in  
Chemical Structure| 106157-85-1 Chemical Structure| 106157-85-1

Structure of 106157-85-1

Chemical Structure| 106157-85-1

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 106157-85-1 ]

CAS No. :106157-85-1
Formula : C8H13N3O2
M.W : 183.21
SMILES Code : NC1=NC=CC(C(OC)(OC)C)=N1
MDL No. :MFCD16988356

Safety of [ 106157-85-1 ]

Application In Synthesis of [ 106157-85-1 ]

* 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.

  • Upstream synthesis route of [ 106157-85-1 ]
  • Downstream synthetic route of [ 106157-85-1 ]

[ 106157-85-1 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 106157-85-1 ]
  • [ 106157-82-8 ]
YieldReaction ConditionsOperation in experiment
70% at 20℃; for 6 h; A solution of the said amine (17.5 g, 95.5 mmol) in formic acid was stirred at r.t. for 6 hours and concentrated to dryness and the residue was stirred in ethanol (50 mL) and then filtered thus obtaining 1-(2-aminopyrimidin-4-yl)ethanone (9.2 g, 70percent).
70% at 20℃; for 6 h; Example 2 1- (2-AMINOPYRIMIDIN-4-YL)-2-BROMOETHANONE hydrobromide The title compound (a) was prepared by working as described in J. Het. Chem. 1985,22, 1723. A mixture of 3,3-dimethoxy-2-butanone (25 9, 189.16 MMOL) and N, N-DIMETHYLFORMAMIDE DIMETHYLACETAL (22.5 g, 189.16 MMOL) were stirred at 110°C for 30 hours and then distilled (115°C, 1 mmHg) thus obtaining 1-(DIMETHYLAMINO)-4, 4-DIMETHOXYPENT-1-EN-3-ONE, as a yellow solid (27.3 G, 146 mmol, 77percent). Onto a solution of sodium (3.48 g, 151.67 MMOL) in anhydrous ethanol (400 mL), solid guanidine hydrochloride (14.5 G, 151.67 MMOL) was added at r. t. , to give a white suspension into which a solution of 1-(DIMETHYLAMINO)-4, 4-DIMETHOXYPENT-1-EN-3-ONE (28.4 g, 151.67 MMOL) in anhydrous ethanol (50 mL) was added. The mixture was refluxed for 19 hours. After cooling, the precipitate was filtered and washed with ethanol and with plenty of water, thus obtaining a white solid (8.56 G). The ethanolic solutions were concentrated to dryness, taken up with boiling ethyl acetate (1000 mL), filtered while hot and then cooled to yield a second crop. Total amount of 4- (1, 1-DIMETHOXYETHYL) PYRIMIDIN-2-AMINE : 17.66 G, 63. 5percent. A solution of the said amine (17. 5 G, 95.5 MMOL) in formic acid was stirred at r. t. for 6 hours and concentrated to dryness and the residue was stirred in ethanol (50 mL) and then filtered thus obtaining 1- (2-aminopyrimidin-4-yl) ethanone (9.2 g, 70percent). To a solution of 1- (2- aminopyrimidin-4-yl) ethanone (412 mg, 3 MMOL) in glacial acetic acid (1 mL) and 48percent aq. HBr (0.3 mL), bromine (0.153 mL) in acetic acid (0.4 mL) was added and the resulting orange solution was stirred at r. t. for 15 hours. After diluting with ethyl acetate (15 mL) the precipitate was filtered and washed with ethyl acetate thus affording the title compound as a whitish solid (580 mg, 65percent).
70% at 20℃; for 6 h; A solution of the said amine (17.5 g, 95.5 mmol) in formic acid was stirred at r.t. for 6 hours and concentrated to dryness and the residue was stirred in ethanol (50 mL) and then filtered thus obtaining 1-(2-aminopyrimidin-4-yl)ethanone (9.2 g, 70percent).
70% at 20℃; for 6 h; Example 3; 1 -(2-Aminopyrimidin-4-yl)-2-bromoethanone hydrobromi'de; A mixture of 3,3-dimethoxy-2-butanone (25 g, 189.2 mmol) and N1N- dimethylformamide dimethylacetal (22.5 g, 189.2 mmo.) were stirred at 1100C for 30 hours and then distilled (11511C, 1 mmHg) thus obtaining 1-(dimethyiamino)-4,4-dimethoxypent-1-en- 3-oπe, as a yellow solid (27.3 g, 146 mmol, 77percent). Onto a solution of sodium (3.48 g, 151.7 mmol) in anhydrous ethanol (400 mL), solid guanidine hydrochloride (14.5 g, 151.7 mmol) was added at r.t. to give a white suspension into which a solution of 1-(dirnethylamino)-4,4- dimethoxypent-1-eπ-3-one (28.4 g, 151.7 mmo.) in anhydrous ethanol (50 mL) was added. The mixture was refluxed for 19 hours. After cooling, the precipitate was filtered and washed with ethanol and with plenty of water, thus obtaining a white solid (8.5 g). The ethanolic solutions were concentrated to dryness, taken up with boiling ethyl acetate (1000 mL), filtered while hot, and then cooled to yield a second crop. The total amount of 4-(1 ,1- dimethoxyethyl)pyrimidin-2-arnine obtained was 17.7 g, 63.5percent, A solution of the said amine (17.5 g, 95.5 mmol) in formic acid was stirred at room temperature for 6 hours and concentrated to dryness and the residue was stirred in efhanoi (50 mL) and then filtered thus obtaining 1-(2-aminopyrimidiπ-4-yl)ethanone (9.2 g, 70percent). To a solution of the 1-(2- <n="34"/>aminopyrimidin-4-yl)ethanone (412 mg, 3 mmoi) in glacial acetic acid (1 mL) and 48percent aq. HBr (0.3 mL), bromine (0.153 mL) in acetic acid (0.4 mL) was added and the resulting orange solution was stirred at r.t. for 15 hours. After diluting with ethyl acetate (15 mL) the precipitate was filtered and washed with ethyl acetate thus affording the title compound as a whitish solid (580 rng, 65percent).1H NMR (DMSO-d6 / 400 MHz) δ ppm: 4.9 (s, 2 H), 7,0 (d, 2 H), 8.5 (d, 2 H)

References: [1] Journal of Heterocyclic Chemistry, 1985, vol. 22, p. 1723 - 1726.
[2] Patent: US2007/142415, 2007, A1, . Location in patent: Page/Page column 17.
[3] Patent: WO2005/14572, 2005, A1, . Location in patent: Page/Page column 24; 25.
[4] Patent: US2007/142414, 2007, A1, . Location in patent: Page/Page column 19.
[5] Patent: WO2007/96334, 2007, A1, . Location in patent: Page/Page column 32-33.
[6] Patent: WO2004/5279, 2004, A2, . Location in patent: Page 164.
[7] Patent: WO2011/76723, 2011, A1, . Location in patent: Page/Page column 23-24.
 

Historical Records

Technical Information

Categories