Ethanol → HCID 57556125, compound

HRID 2405132Notes

Reaction equation

HRID 2405132 reaction equation
[N:1]1([S:7]([C:10]2[CH:15]=[CH:14][C:13]([NH:16][C:17]([NH2:19])=[S:18])=[CH:12][CH:11]=2)(=[O:9])=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Br.[C:21]([NH:24][C:25]1(NC2C=C(C=CC=2)C(O)=O)[NH:29][C:28]([CH3:35])(C2SC=NC=2)[CH2:27][S:26]1)(=[O:23])[CH3:22].[CH3:46][CH2:47]O>>[CH3:35][C:28]1[N:29]=[C:25]([NH:24][C:21](=[O:23])[CH3:22])[S:26][C:27]=1[C:46]1[N:19]=[C:17]([NH:16][C:13]2[CH:12]=[CH:11][C:10]([S:7]([N:1]3[CH2:6][CH2:5][O:4][CH2:3][CH2:2]3)(=[O:8])=[O:9])=[CH:15][CH:14]=2)[S:18][CH:47]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 86626621HCID 86626621, compoundHCID 131731768HCID 131731768, compound2×

Product 1

HCID 57556125HCID 57556125, compound

Procedure

According to the general procedure 1, N-[4-(morpholin-4-ylsulfonyl)phenyl]thiourea (prepared from [4-(morpholin-4-ylsulfonyl)phenyl]amine (Maybridge), following procedure D) is added to a solution of N-[5-(bromoacetyl)-4-methyl-1,3-thiazol-2-yl]acetamide (Intermediate 1) in EtOH. The mixture is stirred 5 hours at RT. The solvents are evaporated and the desired product is purified by crystallization Compound (112) is isolated as a beige solid (24.82 mg; 19%). M+ (ESI): 480. HPLC, Rt: 8.55 min (purity: 96%).

Workup

  1. customThe solvents are evaporated
  2. customthe desired product is purified by crystallization Compound (112)
  3. customis isolated as a beige solid (24.82 mg; 19%)

Sources & evidence

ORD record
ord-b9ae7787e402459e956c23a40c543455
Source dataset
uspto-grants-2014_08
Patent number
US08802861B2

Reaction notes

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