Methylamine → HCID 86593070, compound

HRID 2276176Notes

Reaction equation

HRID 2276176 reaction equation
C([O:3][C:4](=[O:33])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]([NH:15][C:16]2[S:17][CH:18]=[C:19]([CH2:21][C:22](=[O:25])[NH:23][CH3:24])[N:20]=2)=[O:14])=[C:8]([C:26]([CH:28]2[CH2:32][CH2:31][CH2:30][CH2:29]2)=[O:27])[CH:7]=1)C.[CH3:34][NH2:35]>>[CH:28]1([C:26]([C:8]2[CH:7]=[C:6]([CH2:5][C:4]([OH:33])=[O:3])[CH:11]=[CH:10][C:9]=2[NH:12][C:13]([NH:15][C:16]2[S:17][CH:18]=[C:19]([CH2:21][C:22](=[O:25])[NH:23][CH3:24])[N:20]=2)=[O:14])=[O:27])[CH2:32][CH2:31][CH2:30][CH2:29]1.[CH:28]1([C:26]([C:8]2[CH:7]=[C:6]([CH2:5][C:4]([NH:35][CH3:34])=[O:3])[CH:11]=[CH:10][C:9]=2[NH:12][C:13]([NH:15][C:16]2[S:17][CH:18]=[C:19]([CH2:21][C:22](=[O:25])[NH:23][CH3:24])[N:20]=2)=[O:14])=[O:27])[CH2:32][CH2:31][CH2:30][CH2:29]1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 57712378HCID 57712378, compound

Product 2

HCID 59733107HCID 59733107, compoundYield 60%HCID 86593070HCID 86593070, compoundYield 70%

Procedure

{3-Cyclopentanecarbonyl-4-[3-(4-methylcarbamoylmethyl-thiazol-2-yl)-ureido]-phenyl}-acetic acid (155 mg, 70%) was prepared from {3-cyclopentanecarbonyl-4-[3-(4-methylcarbamoylmethyl-thiazol-2-yl)-ureido]-phenyl}-acetic acid ethyl ester (236 mg, 0.5 mmol) following the general procedure J. The acid (222 mg, 0.5 mmol) was coupled with 1 N methyl amine following the general procedure K furnished 2-{3-cyclopentanecarbonyl-4-[3-(4-methylcarbamoylmethyl-thiazol-2-yl)-ureido]-phenyl}-N-methyl-acetamide (137 mg, 60%).

Sources & evidence

ORD record
ord-9e3ecb7867f8441194ac3f89f3800b0e
Source dataset
uspto-grants-2015_09
Patent number
USRE045670E1

Reaction notes

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