HRID79346

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID712

Formaldehyde

CH2O

HCID5049666

Sodium triacetoxyborohydride

C6H10BNaO6

结构：CCc1nn(Cc2cccc(C)n2)c2cccc(NC(=O)c3cnc4cc(OC[C@H]5NCC[C@@H]5O)ccn34)c12

HCID70815014

未命名化合物

PRODUCTS

生成物

结构：CCc1nn(Cc2cccc(C)n2)c2cccc(NC(=O)c3cnc4cc(OC[C@@H]5[C@@H](O)CCN5C)ccn34)c12

HCID67261658

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID887

Methanol

CH4O

PROCEDURE

实验过程

To N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)-7-(((2R,3S)-3-hydroxypyrrolidin-2-yl)methoxy)imidazo[1,2-a]pyridine-3-carboxamide (5 mg, 0.0095 mmol; Example 38 in MeOH (1 mL) was added HCHO (as a 35% aqueous solution) (7.7 mg, 0.095 mmol) and NaBH(OAc)3 (10 mg, 0.048 mmol). The reaction mixture was stirred for 30 minutes and concentrated under reduced pressure. Purification by silica gel chromatography (DCM/MeOH/NH4OH 10:1:0.1) provided the final product (3 mg). MS (ES+APCI) m/z=540 (M+H).

WORKUP

后处理

concentrationconcentrated under reduced pressure
customPurification by silica gel chromatography (DCM/MeOH/NH4OH 10:1:0.1)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-614b49830c49468a8459ce6bf7de9b3e
来源数据集: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08841455B2
来源说明: uspto-grants-2014_09

反应 SMILES

[CH2:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[NH:12][C:13]([C:15]2[N:19]3[CH:20]=[CH:21][C:22]([O:24][CH2:25][C@@H:26]4[C@@H:30]([OH:31])[CH2:29][CH2:28][NH:27]4)=[CH:23][C:18]3=[N:17][CH:16]=2)=[O:14])[N:5]([CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[C:35]([CH3:39])[N:34]=2)[N:4]=1)[CH3:2].C=O.[BH-](OC(C)=O)(OC(C)=O)O[C:44](C)=O.[Na+]>CO>[CH2:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[NH:12][C:13]([C:15]2[N:19]3[CH:20]=[CH:21][C:22]([O:24][CH2:25][C@@H:26]4[C@@H:30]([OH:31])[CH2:29][CH2:28][N:27]4[CH3:44])=[CH:23][C:18]3=[N:17][CH:16]=2)=[O:14])[N:5]([CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[C:35]([CH3:39])[N:34]=2)[N:4]=1)[CH3:2]