HRID45090

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID24758

Sodium hydride

HNa

结构：C[C@H]1Cc2c(ncnc2Oc2ccc3[nH]ccc3c2)CN1C(=O)OC(C)(C)C

HCID59394216

未命名化合物

结构：CC(C)(C)OC(=O)n1nc(C2(C)CC2)cc1NC(=O)Oc1ccccc1

HCID59394241

未命名化合物

PRODUCTS

生成物

结构：C[C@H]1Cc2c(ncnc2Oc2ccc3c(ccn3C(=O)Nc3cc(C4(C)CC4)nn3C(=O)OC(C)(C)C)c2)CN1C(=O)OC(C)(C)C

HCID59394139

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

Sodium hydride (0.024 g, 0.990 mmol; 60% in oil) is added to a solution of (S)-4-(1H-Indol-5-yloxy)-6-methyl-5,8-dihydro-6H-pyrido[3,4-d]pyrimidine-7-carboxylic acid tert-butyl ester, Example 53-B-1, (0.126 g, 0.330 mmol) and DMF (7.5 mL) at it. After 5 min 3-(1-Methyl-cyclopropyl)-5-phenoxycarbonylamino-pyrazole-1-carboxylic acid tert-butyl ester, Example 5-D, (0.178 g, 0.495 mmol) is then added. After 1 h the mixture is quenched by the addition of saturated aqueous NH4Cl and then concentrated. The residue is separated directly via FCC (20-70% EtOAc/heptane). MS (ESI) m/z 644.2 (M+1).

WORKUP

后处理

customAfter 1 h the mixture is quenched by the addition of saturated aqueous NH4Cl
concentrationconcentrated
customThe residue is separated directly via FCC (20-70% EtOAc/heptane)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-0c6affa501e64de980b5b682b68051ec
来源数据集: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08541432B2
来源说明: uspto-grants-2013_09

反应 SMILES

[H-].[Na+].[C:3]([O:7][C:8]([N:10]1[C@@H:19]([CH3:20])[CH2:18][C:17]2[C:16]([O:21][C:22]3[CH:23]=[C:24]4[C:28](=[CH:29][CH:30]=3)[NH:27][CH:26]=[CH:25]4)=[N:15][CH:14]=[N:13][C:12]=2[CH2:11]1)=[O:9])([CH3:6])([CH3:5])[CH3:4].[C:31]([O:35][C:36]([N:38]1[C:42]([NH:43][C:44](OC2C=CC=CC=2)=[O:45])=[CH:41][C:40]([C:53]2([CH3:56])[CH2:55][CH2:54]2)=[N:39]1)=[O:37])([CH3:34])([CH3:33])[CH3:32]>CN(C=O)C>[C:3]([O:7][C:8]([N:10]1[C@@H:19]([CH3:20])[CH2:18][C:17]2[C:16]([O:21][C:22]3[CH:23]=[C:24]4[C:28](=[CH:29][CH:30]=3)[N:27]([C:44](=[O:45])[NH:43][C:42]3[N:38]([C:36]([O:35][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:37])[N:39]=[C:40]([C:53]5([CH3:56])[CH2:55][CH2:54]5)[CH:41]=3)[CH:26]=[CH:25]4)=[N:15][CH:14]=[N:13][C:12]=2[CH2:11]1)=[O:9])([CH3:4])([CH3:5])[CH3:6]