Cyclohexanecarboxaldehyde → HCID 178461543, compound

HRID 912960Notes

Reaction equation

[NH2:1][C:2]1[C:7]2[NH:8][C:9]([N:11]3[CH2:16][CH2:15][N:14]([C:17]4[N:22]=[CH:21][C:20]([CH2:23][OH:24])=[CH:19][C:18]=4[Cl:25])[CH2:13][C@H:12]3[CH3:26])=[N:10][C:6]=2[CH:5]=[C:4]([C:27]([F:30])([F:29])[F:28])[CH:3]=1.[CH:31]1([CH:37]=O)[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1>>[CH:31]1([CH2:37][N:1]([CH2:27][CH:4]2[CH2:5][CH2:6][CH2:7][CH2:2][CH2:3]2)[C:2]2[C:7]3[NH:8][C:9]([N:11]4[CH2:16][CH2:15][N:14]([C:17]5[N:22]=[CH:21][C:20]([CH2:23][OH:24])=[CH:19][C:18]=5[Cl:25])[CH2:13][C@H:12]4[CH3:26])=[N:10][C:6]=3[CH:5]=[C:4]([C:27]([F:30])([F:29])[F:28])[CH:3]=2)[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1

Participants

Reactant 2

HCID 16275Cyclohexanecarboxaldehyde

HCID 178461542HCID 178461542, compound

Product 1

HCID 178461543HCID 178461543, compound

Procedure

{6-[(3R)-4-(7-Amino-5-trifluoromethyl-1H-benzoimidazol-2-yl)-3-methyl-piperazin-1-yl]-5-chloro-pyridin-3-yl}-methanol (221 mg, 0.5 mmol, Example 175b) and cyclohexanecarbaldehyde (62 mg, 0.55 mmol, Aldrich) reacted under the conditions of Example 59 to give the title compound as a light-yellow solid. MS (ESI, pos. ion) m/e: 633 (M+1).

Sources & evidence

ORD record: ord-3e1bd9e6faea47369cdbab0130523b6f
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08026241B2

Reaction notes

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