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

HRID 2091835

Reaction equation

HRID 2091835 reaction equation
[CH:1]1([C:4]2[NH:5][C:6]3[CH:12]=[CH:11][CH:10]=[CH:9][C:7]=3[N:8]=2)[CH2:3][CH2:2]1.Cl[C:14]1[N:15]=[C:16]([N:35]2[CH2:40][CH2:39][O:38][CH2:37][CH2:36]2)[C:17]2[N:23]=[C:22]([CH2:24][N:25]3[CH2:30][CH2:29][CH:28]([C:31]([OH:34])([CH3:33])[CH3:32])[CH2:27][CH2:26]3)[CH:21]=[CH:20][C:18]=2[N:19]=1>>[CH:1]1([C:4]2[N:5]([C:14]3[N:15]=[C:16]([N:35]4[CH2:40][CH2:39][O:38][CH2:37][CH2:36]4)[C:17]4[N:23]=[C:22]([CH2:24][N:25]5[CH2:30][CH2:29][CH:28]([C:31]([OH:34])([CH3:33])[CH3:32])[CH2:27][CH2:26]5)[CH:21]=[CH:20][C:18]=4[N:19]=3)[C:6]3[CH:12]=[CH:11][CH:10]=[CH:9][C:7]=3[N:8]=2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 10844192-cyclopropyl-1H-1,3-benzodiazoleHCID 584049702-(1-((2-Chloro-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methyl)piperidin-4-yl)propan-2-ol

Product 1

HCID 533779492-(1-((2-(2-cyclopropyl-1H-benzo[d]imidazol-1-yl)-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methyl)piperidin-4-yl)propan-2-ol

Procedure

Following General Procedure C, 2-cyclopropyl-benzimidazole and 2-(1-((2-chloro-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methyl)piperidin-4-yl)propan-2-ol from Example 8 were reacted to give 102. LCMS (MH+)=528.3. 1H-NMR (DMSO-d6): δ 8.19 (d, 1H), 8.03 (m, 1H), 7.89 (d, 1H), 7.44 (m, 1H), 7.23 (m, 2H), 4.56 (s, 4H), 4.01 (s, 1H), 3.83 (m, 4H), 3.74 (2, 2H), 2.94 (m, 3H), 1.99 (m, 2H), 1.67 (m, 2H), 1.29 (m, 2H), 1.16 (m, 3H), 1.08 (m, 2H), 1.04 (s, 6H)

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-95d104a268c24e94b7d0202ab8ca6d8c
Source dataset
uspto-grants-2013_05
Patent number
US08440651B2

Linked notes

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