2-methoxy-N-(2,2,3,3,3-pentafluoro-propyl)-malonamic acid → HCID 86596833, compound

HRID 1372962Notes

Reaction equation

HRID 1372962 reaction equation
[NH2:1][C@@H:2]1[C:8](=[O:9])[N:7]([CH3:10])[C:6]2[CH:11]=[CH:12][CH:13]=[CH:14][C:5]=2[C:4]2[CH:15]=[CH:16][CH:17]=[CH:18][C:3]1=2.[CH3:19][O:20][CH:21]([C:25]([NH:27][CH2:28][C:29]([F:35])([F:34])[C:30]([F:33])([F:32])[F:31])=[O:26])[C:22](O)=[O:23]>>[CH3:19][O:20][CH:21]([C:25]([NH:27][CH2:28][C:29]([F:34])([F:35])[C:30]([F:31])([F:32])[F:33])=[O:26])[C:22]([NH:1][C@@H:2]1[C:8](=[O:9])[N:7]([CH3:10])[C:6]2[CH:11]=[CH:12][CH:13]=[CH:14][C:5]=2[C:4]2[CH:15]=[CH:16][CH:17]=[CH:18][C:3]1=2)=[O:23]

Participants

3

Reactant 2

HCID 210724932-methoxy-N-(2,2,3,3,3-pentafluoro-propyl)-malonamic acidHCID 59100698(7S)-7-Amino-5-methyl-5,7-dihydro-6H-dibenzo[b,d]azepin-6-one

Product 1

HCID 86596833HCID 86596833, compound

Procedure

(S)-7-Amino-5-methyl-5H,7H-dibenzo[b,d]azepin-6-one was coupled with 2-methoxy-N-(2,2,3,3,3-pentafluoro-propyl)-malonamic acid in analogy to the description in example 73 to yield 2-methoxy-N-((S)-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-N′-(2,2,3,3,3-pentafluoro-propyl)-malonamide as white solid. [α] 589=−71.8° (1% in CHCl3), MS m/e (%): 486.4 (M+H+, 100).

Sources & evidence

ORD record
ord-e666f336ed624f46ad5efc7224f0d073
Source dataset
uspto-grants-2007_01
Patent number
US07160875B2

Reaction notes

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