N-benzyl-2-(4-bromobutanamido)-4-methylthiazole-5-carboxamide → HCID 16954475, compound

HRID 883141Notes

Reaction equation

HRID 883141 reaction equation
Br[CH2:2][CH2:3][CH2:4][C:5]([NH:7][C:8]1[S:9][C:10]([C:14]([NH:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=2)=[O:15])=[C:11]([CH3:13])[N:12]=1)=[O:6].C(NC(C1SC(NC(=O)CCCBr)=NC=1C)=O)C1C=CC=CC=1>>[F:24][C:21]1[CH:22]=[CH:23][C:18]([CH2:17][NH:16][C:14]([C:10]2[S:9][C:8]([N:7]3[CH2:2][CH2:3][CH2:4][C:5]3=[O:6])=[N:12][C:11]=2[CH3:13])=[O:15])=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 86638730N-benzyl-2-(4-bromobutanamido)-4-methylthiazole-5-carboxamideHCID 866387312-(4-bromobutanamido)-N-(4-fluorobenzyl)-4-methylthiazole-5-carboxamide

Product 1

HCID 16954475HCID 16954475, compoundYield 85%

Procedure

Following the procedure as described in Example 1, making variations as required to use 2-(4-bromobutanamido)-N-(4-fluorobenzyl)-4-methylthiazole-5-carboxamide in replace of N-benzyl-2-(4-bromobutanamido)-4-methylthiazole-5-carboxamide, the title compound was obtained as a white solid in 85% yield: 1H NMR (300 MHz, CD3OD) δ 7.39-7.33 (m, 2H), 7.09-7.02 (m, 2H), 4.48 (s, 2H), 4.15-4.09 (m, 2H), 2.68 (t, J=8.1 Hz, 2H), 2.55 (s, 3H), 2.25 (m, 2H); MS (ES+) m/z 334.2 (M+1).

Sources & evidence

ORD record
ord-2d4fb5d33101441fb45e966a89e18f3a
Source dataset
uspto-grants-2012_08
Patent number
US08236835B2

Reaction notes

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