2,2,3,3,3-Pentafluoropropylamine → HCID 86605285, compound

HRID 1348604Notes

Reaction equation

HRID 1348604 reaction equation
[N+](C1C=CC(O[C:11](=[O:31])[O:12][C@H:13]([C:15](=[O:30])[NH:16][C@@H:17]2[C:23](=[O:24])[NH:22][C:21]3[CH:25]=[CH:26][CH:27]=[CH:28][C:20]=3[O:19][C@@H:18]2[CH3:29])[CH3:14])=CC=1)([O-])=O.[F:32][C:33]([F:40])([C:36]([F:39])([F:38])[F:37])[CH2:34][NH2:35]>>[CH3:29][C@@H:18]1[C@H:17]([NH:16][C:15]([C@@H:13]([O:12][C:11](=[O:31])[NH:35][CH2:34][C:33]([F:40])([F:32])[C:36]([F:39])([F:38])[F:37])[CH3:14])=[O:30])[C:23](=[O:24])[NH:22][C:21]2[CH:25]=[CH:26][CH:27]=[CH:28][C:20]=2[O:19]1

Participants

3

Reactant 2

HCID 790022,2,3,3,3-PentafluoropropylamineHCID 67076789HCID 67076789, compound

Product 1

HCID 86605285HCID 86605285, compound

Procedure

A mixture of 60 mg (0.14 mmol) of carbonic acid (S)-1-((6R,7S)-6-methyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-ylcarbamoyl)-ethyl ester 4-nitro-phenyl ester and 0.304 ml (2.8 mmol) of 2,2,3,3,3-pentafluoropropylamine was stirred at room temperature overnight. The mixture was purified by flash-chromatography on silica gel using an ascending gradient of ethyl acetate in heptane as the eluent to yield 60 mg (98% of theory) of the title compound as a white solid, MS m/e (%): 440.3 (M+H+, 100).

Workup

  1. customThe mixture was purified by flash-chromatography on silica gel using an ascending gradient of ethyl acetate in heptane as the eluent

Sources & evidence

ORD record
ord-8027ee30cced400397278876f47cfa39
Source dataset
uspto-grants-2007_05
Patent number
US07211573B2

Reaction notes

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