1-[1-(Piperidin-1-yl)cyclohexyl]methanamine → HCID 16038208, compound

HRID 1806240Notes

Reaction equation

HRID 1806240 reaction equation
[CH2:1]([S:3]([N:6]1[CH2:11][CH2:10][CH:9]([C:12]2[C:20]3[C:15](=[C:16]([C:29]([NH2:31])=[O:30])[CH:17]=[C:18]([C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([CH:27]=O)[CH:22]=4)[CH:19]=3)[NH:14][CH:13]=2)[CH2:8][CH2:7]1)(=[O:5])=[O:4])[CH3:2].[N:32]1([C:38]2([CH2:44][NH2:45])[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]2)[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>>[CH2:1]([S:3]([N:6]1[CH2:7][CH2:8][CH:9]([C:12]2[C:20]3[C:15](=[C:16]([C:29]([NH2:31])=[O:30])[CH:17]=[C:18]([C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([CH2:27][NH:45][CH2:44][C:38]5([N:32]6[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]6)[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43]5)[CH:22]=4)[CH:19]=3)[NH:14][CH:13]=2)[CH2:10][CH2:11]1)(=[O:5])=[O:4])[CH3:2]

Participants

4

Reactant 3

HCID 3984021-[1-(Piperidin-1-yl)cyclohexyl]methanamineHCID 5049666Sodium triacetoxyborohydrideHCID 577328043-[1-(ethylsulfonyl)-4-piperidinyl]-5-(3-formylphenyl)-1H-indole-7-carboxamide

Product 1

HCID 16038208HCID 16038208, compoundYield 34.7%

Procedure

Following the general procedure of example 16, 3-[1-(ethylsulfonyl)-4-piperidinyl]-5-(3-formylphenyl)-1H-indole-7-carboxamide (50 mg, 0.114 mmol), 1-[1-(1-piperidinyl)cyclohexyl]methanamine (17 mg, 0.087 mmol) and NaBH(OAc)3 (58 mg, 0.261 mmol) were reacted to give the title compound (18.7 mg, 27%).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-5910a661e93c49dc87286531c0e97c61
Source dataset
uspto-grants-2013_01
Patent number
US08354406B2

Reaction notes

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