Chloroform → HCID 19390781, compound

HRID 1756713Notes

Reaction equation

HRID 1756713 reaction equation
C(OC([NH:11][C:12]1[C:17](=[O:18])[N:16]([CH2:19][C:20]([NH:22][CH:23]([CH:40]([CH3:42])[CH3:41])[C:24](=[O:39])[C:25]([F:38])([F:37])[C:26](=[O:36])[NH:27][CH2:28][CH2:29][C:30]2[CH:35]=[CH:34][N:33]=[CH:32][CH:31]=2)=[O:21])[C:15]([C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)=[N:14][CH:13]=1)=O)C1C=CC=CC=1.C(Cl)(Cl)Cl.C(Cl)(Cl)Cl.CO>CO.ClCCl>[NH2:11][C:12]1[C:17](=[O:18])[N:16]([CH2:19][C:20]([NH:22][CH:23]([CH:40]([CH3:42])[CH3:41])[C:24](=[O:39])[C:25]([F:38])([F:37])[C:26](=[O:36])[NH:27][CH2:28][CH2:29][C:30]2[CH:35]=[CH:34][N:33]=[CH:32][CH:31]=2)=[O:21])[C:15]([C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)=[N:14][CH:13]=1

Participants

6

Reactant 3

HCID 6212ChloroformHCID 19390816HCID 19390816, compoundHCID 21584188Chloroform methanol

Product 1

HCID 19390781HCID 19390781, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 6344DichloromethaneSolvent

Procedure

2-(5-Benzyloxycarbonylamino-6-oxo-2-phenyl-1,6-dihydropyrimidin-1-yl)-N-[3,3-difluoro-1-isopropyl-2-oxo-3-[N-[2-(4-pyridyl)ethyl)carbamoyl]propyl]acetamide. The compound described in part a. was subjected to conditions similar to those described in Example 1. Multiple use of chromatography (first column) with chloroform:methanol (gradient, 97:3, 94:6), (second column) chloroform:methanol (98:2), (chromatotron-2 mm plate: flow 6 mL/min) dichloromethane:methanol (gradient, 98:2, 96:4) yielded the title compound; TLC: Rf =0.21, dichloromethane:methanol (97:3); MS: m/z=661(M+1). Analysis for C34H34F2N6O6.0.7 H2O: Calculated: C, 60.65; H, 5.30; N, 12.48; Found: C, 60.62; H, 5.24; N, 12.39. This product is also a Compound of the invention.

Sources & evidence

ORD record
ord-69ae68a52b824c8db9d7d81c3a0741b9
Source dataset
uspto-grants-1995_08
Patent number
US05441960

Reaction notes

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