4-Phenoxyphenyl isocyanate → HCID 69560147, compound

HRID 1166803Notes

Reaction equation

HRID 1166803 reaction equation
[C:1]([O:5][C:6]([C:8]1[C:16]2[CH2:15][CH2:14][N:13]([C@H:17]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH3:18])[C@@H:12]([CH2:25][NH2:26])[C:11]=2[S:10][C:9]=1[NH2:27])=[O:7])([CH3:4])([CH3:3])[CH3:2].[O:28]([C:35]1[CH:40]=[CH:39][C:38]([N:41]=[C:42]=[O:43])=[CH:37][CH:36]=1)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>ClCCl>[C:1]([O:5][C:6]([C:8]1[C:16]2[CH2:15][CH2:14][N:13]([C@H:17]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH3:18])[C@@H:12]([CH2:25][NH:26][C:42]([NH:41][C:38]3[CH:39]=[CH:40][C:35]([O:28][C:29]4[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=4)=[CH:36][CH:37]=3)=[O:43])[C:11]=2[S:10][C:9]=1[NH2:27])=[O:7])([CH3:2])([CH3:4])[CH3:3]

Participants

4

Reactant 2

HCID 27348964-Phenoxyphenyl isocyanateHCID 59091469HCID 59091469, compound

Product 1

HCID 69560147HCID 69560147, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2-amino-7-(S)-aminomethyl-6-(1-(S)-phenyl-ethyl)-4,5,6,7-tetrahydrothieno-[2,3-c]pyridine-3-carboxylic acid tert-butyl ester (250 mg, 0.645 mmol) in dichloromethane (10 ml) was added 4-phenoxyphenyl isocyanate (136 mg, 0.645 mmol) and the reaction mixture was stirred 16 hours at room temperature, before the solvent was removed in vacuo which afforded 386 mg (100%) of 2-amino-7-(S)-(3-(4-phenoxy-phenyl)-ureidomethyl)-6-(1-(S)-phenyl-ethyl)-4,5,6,7-tetrahydro-thieno[2,3-c]pyridine-3-carboxylic acid tert-butyl ester as an oil.

Workup

  1. customwas removed in vacuo which

Sources & evidence

ORD record
ord-b89f90afe9fd462d9fbcbe3e3e18740e
Source dataset
uspto-grants-2003_09
Patent number
US06613903B2

Reaction notes

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