Morpholine → HCID 11512497, compound

HRID 2267548Notes

Reaction equation

HRID 2267548 reaction equation
[CH3:1][N:2]([CH3:35])[CH2:3][CH2:4][CH2:5][S:6]([N:9]1[CH2:14][CH2:13][CH:12]([C:15]2[C:23]3[C:18](=[C:19]([C:32]([NH2:34])=[O:33])[CH:20]=[C:21]([C:24]4[CH:29]=[CH:28][C:27]([CH:30]=O)=[CH:26][CH:25]=4)[CH:22]=3)[NH:17][CH:16]=2)[CH2:11][CH2:10]1)(=[O:8])=[O:7].[NH:36]1[CH2:41][CH2:40][O:39][CH2:38][CH2:37]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>>[CH3:35][N:2]([CH3:1])[CH2:3][CH2:4][CH2:5][S:6]([N:9]1[CH2:14][CH2:13][CH:12]([C:15]2[C:23]3[C:18](=[C:19]([C:32]([NH2:34])=[O:33])[CH:20]=[C:21]([C:24]4[CH:29]=[CH:28][C:27]([CH2:30][N:36]5[CH2:41][CH2:40][O:39][CH2:38][CH2:37]5)=[CH:26][CH:25]=4)[CH:22]=3)[NH:17][CH:16]=2)[CH2:11][CH2:10]1)(=[O:8])=[O:7]

Participants

4

Reactant 3

HCID 8083MorpholineHCID 5049666Sodium triacetoxyborohydrideHCID 86616132HCID 86616132, compound

Product 1

HCID 11512497HCID 11512497, compoundYield 30%

Procedure

Following the general procedure of example (99), 3-(1-{[3-(dimethylamino)propyl]sulfonyl}-4-piperidinyl)-5-(4-formylphenyl)-1H-indole-7-carboxamide (50 mg, 0.1 mmol), morpholine (9 mg, 0.1 mmol) and NaBH(OAc)3 (64 mg, 0.3 mmol) were reacted to give the title compound (15 mg, 30%).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-b94f8b88411a431dbd82f3a5330d48c4
Source dataset
uspto-grants-2010_12
Patent number
US07858796B2

Reaction notes

Loading…