2-(difluoromethyl)-1H-1,3-benzodiazole → 1-(4-((2-(2-(difluoromethyl)-1H-benzo[d]imidazol-1-yl)-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methyl)piperidin-1-yl)ethanone

HRID 2091923Notes

Reaction equation

HRID 2091923 reaction equation
Cl[C:2]1[N:3]=[C:4]([N:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[C:5]2[N:11]=[C:10]([CH2:12][CH:13]3[CH2:18][CH2:17][N:16]([C:19](=[O:21])[CH3:20])[CH2:15][CH2:14]3)[CH:9]=[CH:8][C:6]=2[N:7]=1.[F:28][CH:29]([F:39])[C:30]1[NH:34][C:33]2[CH:35]=[CH:36][CH:37]=[CH:38][C:32]=2[N:31]=1>>[F:39][CH:29]([F:28])[C:30]1[N:31]([C:2]2[N:3]=[C:4]([N:22]3[CH2:23][CH2:24][O:25][CH2:26][CH2:27]3)[C:5]3[N:11]=[C:10]([CH2:12][CH:13]4[CH2:14][CH2:15][N:16]([C:19](=[O:21])[CH3:20])[CH2:17][CH2:18]4)[CH:9]=[CH:8][C:6]=3[N:7]=2)[C:32]2[CH:38]=[CH:37][CH:36]=[CH:35][C:33]=2[N:34]=1

Participants

3

Reactant 2

HCID 5977032-(difluoromethyl)-1H-1,3-benzodiazoleHCID 584049991-(4-((2-Chloro-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methyl)piperidin-1-yl)ethanone

Product 1

HCID 533777241-(4-((2-(2-(difluoromethyl)-1H-benzo[d]imidazol-1-yl)-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methyl)piperidin-1-yl)ethanone

Procedure

1-(4-((2-chloro-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methyl)piperidin-1-yl)ethanone from Example 148 (0.135 g) was reacted with 2-(difluoromethyl)-1H-benzo[d]imidazole via General Procedure D to produce 31.4 mg of 171 following reverse phase HPLC purification. MS (Q1) 522.2 (M)+

Workup

  1. customto produce
  2. custom31.4 mg of 171 following reverse phase HPLC purification

Sources & evidence

ORD record
ord-d2a32081da93497aa58ac84c03abddd7
Source dataset
uspto-grants-2013_05
Patent number
US08440651B2

Reaction notes

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