Triethylamine → HCID 69292730, compound

HRID 1247408Notes

Reaction equation

HRID 1247408 reaction equation
Cl.[NH2:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2[CH:14]=[C:13]([F:15])[C:12]([CH:16]([O:30][CH2:31][CH3:32])[C:17]([NH:19][CH2:20][C:21]3[CH:26]=[CH:25][C:24]([C:27](=[NH:29])[NH2:28])=[CH:23][CH:22]=3)=[O:18])=[C:11]([F:33])[CH:10]=2)=[CH:5][CH:4]=1.[CH2:34]([O:36][C:37](Cl)=[O:38])[CH3:35].C(N(CC)CC)C>CN(C=O)C>[CH2:34]([O:36][C:37](=[O:38])[N:29]=[C:27]([NH2:28])[C:24]1[CH:25]=[CH:26][C:21]([CH2:20][NH:19][C:17](=[O:18])[CH:16]([C:12]2[C:13]([F:15])=[CH:14][C:9]([C:6]3[CH:7]=[N:8][C:3]([NH2:2])=[CH:4][CH:5]=3)=[CH:10][C:11]=2[F:33])[O:30][CH2:31][CH3:32])=[CH:22][CH:23]=1)[CH3:35]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 77702306HCID 77702306, compound

Product 1

HCID 69292730HCID 69292730, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Analogous to example 15.4, (RS)-(2-[4-(6-amino-pyridin-3-yl)-2,6-difluoro-phenyl]-N-(4-carbamimidoyl-benzyl)-2-ethoxy-acetamide hydrochloride (example 271) was reacted with ethylchloroformate and triethylamine in DMF to give (RS)-[amino-[4-({2-[4-(6-amino-pyridin-3-yl)-2,6-difluoro-phenyl]-2-ethoxy-acetylamino]-methyl)-phenyl]-methylene}-carbamic acid ethyl ester. Off-white solid. MS 512.1 ([M+H]+)

Sources & evidence

ORD record
ord-882bd9abf9d5432c988283a992135db9
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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