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Chemical Structure| 731810-79-0 Chemical Structure| 731810-79-0

Structure of 731810-79-0

Chemical Structure| 731810-79-0

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Product Details of [ 731810-79-0 ]

CAS No. :731810-79-0
Formula : C11H13NO2
M.W : 191.23
SMILES Code : O=C(O)CN1CC2=C(C=CC=C2)CC1
English Name :2-(3,4-Dihydroisoquinolin-2(1H)-yl)acetic acid
MDL No. :MFCD04038599
InChI Key :OWPUZNHIPYJWIT-UHFFFAOYSA-N
Pubchem ID :1514441

Safety of [ 731810-79-0 ]

Application In Synthesis of [ 731810-79-0 ]

* 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 [ 731810-79-0 ]

[ 731810-79-0 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 88014-09-9 ]
  • [ 731810-79-0 ]
YieldReaction ConditionsOperation in experiment
98% With sodium hydroxide; water In methanol at 48℃; 199.2 Step 2. Preparation of (3, 4-DIHYDRO-1H-ISOQUINOLIN-2-YL)-ACETIC acid 199 (b) To a suspension of Intermediate 199 (a) (1.643 g, 7.5 MMOL) in methanol (20 mL) was added 2.5 N NAOH (7.8 mL). The reaction solution was heated at 48 °C and stirred overnight. With cooling, the pH was adjusted to 8 by adding 1M HCI. The volatile components were removed under vacuum, and the resulting mixture was suspended in methanol. After filtration to remove the insoluble solids, the filtrate was evaporated to give Intermediate 199 (b) (1.4 G, 7.3 MMOL) as white foam in 98% yield. 'H-NMR (d6-DMSO) : No. 7.13-7. 09 (m, 3H), 7.02 (t, 1H), 3.76 (s, 2H), 3.27 (s, 2H), 2.88-2. 82 (m, 4H). LCMS: (M+H+) 192.2.
  • 2
  • [ 2058326-13-7 ]
  • [ 731810-79-0 ]
  • [ 2058326-35-3 ]
YieldReaction ConditionsOperation in experiment
Stage #1: 2-(1,2,3,4-tetrahydroisoquinolin-2-yl)acetic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 0.166667h; Stage #2: ethyl 1-(6-amino-2-butoxy-5-nitropyrimidin-4-yl)-1,4-diazepane-2-carboxylate In dichloromethane for 18h; Ethyl 1 -(6-amino-2-butoxy-5-nitropyrimidin-4-yl)-4-[2-(1 ,2,3,4-tetrahydroisoquinolin- 2-yl)acetyl]-1 ,4-diazepane-2-carboxylate 7bvii A solution of 2-(1 ,2,3,4-tetrahydroisoquinolin-2-yl)acetic acid (55 mg, 0.29 mmol) (prepared as described in WO2004063198) , HOBt hydrate (45 mg, 0.34 mmol) , EDC.HCI (64 mg, 0.34 mmol) and Et3N (0.09 ml_, 0.67 mmol) in DCM (10 ml_) were stirred at room temperature for 10 min then ethyl 1-(6-amino-2-butoxy-5-nitropyrimidin-4-yl)-1 ,4- diazepane-2-carboxylate 6b (86 mg, 0.22 mmol) was added and allowed to stir for a further 18 h. Reaction was incomplete so additional EDC.HCI (64 mg, 0.34 mmol) , HOBt hydrate (45 mg, 0.34 mmol), triethylamine (0.09 ml_, 0.67 mmol) and 2-(1 ,2,3,4- tetrahydroisoquinolin-2-yl)acetic acid (55 mg, 0.29 mmol) were added and allowed to stir for a further 20 h. The reaction mixture was diluted with DCM (50 ml_), washed with saturated NaHC03 solution (50 ml_), water (50 ml_), brine (50 ml_), dried over MgS04 and concentrated in vacuo. The resulting residue was purified by flash column chromatography eluting with 0-100% EtOAc in hexane to provide ethyl 1-(6-amino-2-butoxy-5- nitropyrimidin-4-yl)-4-[2-(1 ,2,3,4-tetrahydroisoquinolin-2-yl)acetyl]-1 ,4-diazepane-2- carboxylate (80 mg, 64%) as a yellow solid; LC-MS (Method F) 556.6 [MH+]; 3.29 RT min.
  • 3
  • [ 384-64-5 ]
  • [ 731810-79-0 ]
  • [ 2130989-20-5 ]
YieldReaction ConditionsOperation in experiment
44% With [Ir(dmppy)2(dtbbpy)]PF6; potassium carbonate In acetonitrile at 20℃; for 48h; Irradiation; Inert atmosphere; regioselective reaction;
  • 4
  • [ 1620289-30-6 ]
  • [ 731810-79-0 ]
  • [ 3055175-45-3 ]
YieldReaction ConditionsOperation in experiment
51% With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate In N,N-dimethyl acetamide at 65℃; for 1.5h;
  • 5
  • [ 1620407-04-6 ]
  • [ 731810-79-0 ]
  • [ 3055175-40-8 ]
YieldReaction ConditionsOperation in experiment
55% With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate In N,N-dimethyl acetamide at 65℃; for 1.5h;
  • 6
  • [ 108-31-6 ]
  • [ 67-56-1 ]
  • [ 731810-79-0 ]
  • [ 3036445-67-4 ]
YieldReaction ConditionsOperation in experiment
76 % With C55H46N4O4W; oxygen; acetic acid In acetonitrile at 20℃; Sealed tube; Irradiation;
 

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