Morpholine → 1,1-Dicyclohexyl-3-(4-morpholin-4-ylmethyl-thiazol-2-yl)urea

HRID 2384238Notes

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][CH:13]=[C:14]([CH:16]=O)[N:15]=2)=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH:24]1[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>>[CH:18]1([N:7]([CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[C:8]([NH:10][C:11]2[S:12][CH:13]=[C:14]([CH2:16][N:24]3[CH2:29][CH2:28][O:27][CH2:26][CH2:25]3)[N:15]=2)=[O:9])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]1

Participants

Reactant 3

HCID 8083Morpholine

HCID 5049666Sodium triacetoxyborohydride

HCID 578836681,1-Dicyclohexyl-3-(4-formyl-thiazol-2-yl)urea

Product 1

HCID 578839461,1-Dicyclohexyl-3-(4-morpholin-4-ylmethyl-thiazol-2-yl)ureaYield 30%

Procedure

1,1-Dicyclohexyl-3-(4-morpholin-4-ylmethyl-thiazol-2-yl)urea was prepared in 30% yield (30 mg) as described in general procedure A from 1,1-dicyclohexyl-3-(4-formyl-thiazol-2-yl)urea (101 mg, 0.3 mmol) and morpholine (30 uL, 0.3 mmol) using sodium triacetoxyborohydride as the reducing reagent.

Sources & evidence

ORD record: ord-c5f8a04df4714f5eaebcb142eea704fc
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08263634B2

Reaction notes

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