2-Methylbenzimidazole → HCID 53377948, compound
Reaction equation
[CH3:1][C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.Cl[C:12]1[N:13]=[C:14]([N:33]2[CH2:38][CH2:37][O:36][CH2:35][CH2:34]2)[C:15]2[N:21]=[C:20]([CH2:22][N:23]3[CH2:28][CH2:27][CH:26]([C:29]([OH:32])([CH3:31])[CH3:30])[CH2:25][CH2:24]3)[CH:19]=[CH:18][C:16]=2[N:17]=1>>[CH3:1][C:2]1[N:6]([C:12]2[N:13]=[C:14]([N:33]3[CH2:38][CH2:37][O:36][CH2:35][CH2:34]3)[C:15]3[N:21]=[C:20]([CH2:22][N:23]4[CH2:28][CH2:27][CH:26]([C:29]([OH:32])([CH3:31])[CH3:30])[CH2:25][CH2:24]4)[CH:19]=[CH:18][C:16]=3[N:17]=2)[C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[N:3]=1Participants
3
Procedure
Following General Procedure C, 2-methylbenzimidazole 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 101. LCMS (MH+)=502.3. 1H-NMR (DMSO-d6): δ 8.20 (m, 2H), 7.89 (m, 1H), 7.62 (m, 1H), 7.27 (m, 2H), 4.56 (s, 4H), 4.08 (s, 1H), 3.84 (m, 4H), 3.73 (s, 2H), 2.92 (m, 2H), 2.88 (s, 3H), 1.98 (m, 2H), 1.67 (m, 2H), 1.29 (m, 2H), 1.18 (m, 1H), 1.04 (s, 6H)
Workup
- customwere reacted
Sources & evidence
- ORD record
- ord-c62736e68ad743739bd2565ce8d6c3c9
- Source dataset
- uspto-grants-2013_05
- Patent number
- US08440651B2
Reaction notes
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