Sodium triacetoxyborohydride → HCID 57883728, compound

HRID 531990Notes

Reaction equation

HRID 531990 reaction equation
[CH:1]1([N:7]([CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)[C:8]([NH:10][C:11]2[S:12][C:13]([CH:16]=O)=[CH:14][N:15]=2)=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.[NH:25]1[CH2:29][CH2:28][CH:27]([NH:30][S:31]([CH2:34][CH3:35])(=[O:33])=[O:32])[CH2:26]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>>[CH:1]1([N:7]([CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)[C:8](=[O:9])[NH:10][C:11]2[S:12][C:13]([CH2:16][N:25]3[CH2:29][CH2:28][CH:27]([NH:30][S:31]([CH2:34][CH3:35])(=[O:33])=[O:32])[CH2:26]3)=[CH:14][N:15]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 5049666Sodium triacetoxyborohydrideHCID 578834711,1-Dicyclohexyl-3-(5-formyl-thiazol-2-yl)-ureaHCID 66872232HCID 66872232, compound

Product 1

HCID 57883728HCID 57883728, compoundYield 47%

Procedure

Prepared as described in general procedure (P) using 1,1-dicyclohexyl-3-(5-formyl-thiazol-2-yl)-urea (50 mg, 0.15 mmol), ethanesulfonic acid pyrrolidin-3-yl amide hydrochloride (41 mg, 0.19 mmol) and sodium triacetoxyborohydride (40 mg, 0.19 mmol) to afford 35 mg (47%) of the desired product after purification.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-acaf619a2bdb49dca27b1d7b62e5500e
Source dataset
uspto-grants-2014_10
Patent number
USRE045183E1

Reaction notes

Loading…