(R)-2-fluoro-2-methyl-malonic acid monoethyl ester → (R)-2-Fluoro-N-[(S)-5-(2-methoxy-ethyl)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl]-2-methyl-malonamic acid ethyl ester

HRID 31024Notes

Reaction equation

HRID 31024 reaction equation
[NH2:1][C@@H:2]1[C:8](=[O:9])[N:7]([CH2:10][CH2:11][O:12][CH3:13])[C:6]2[CH:14]=[CH:15][CH:16]=[CH:17][C:5]=2[C:4]2[CH:18]=[CH:19][CH:20]=[CH:21][C:3]1=2.[CH2:22]([O:24][C:25](=[O:32])[C@@:26]([F:31])([CH3:30])[C:27](O)=[O:28])[CH3:23]>>[CH2:22]([O:24][C:25](=[O:32])[C@@:26]([F:31])([CH3:30])[C:27]([NH:1][C@@H:2]1[C:8](=[O:9])[N:7]([CH2:10][CH2:11][O:12][CH3:13])[C:6]2[CH:14]=[CH:15][CH:16]=[CH:17][C:5]=2[C:4]2[CH:18]=[CH:19][CH:20]=[CH:21][C:3]1=2)=[O:28])[CH3:23]

Participants

3

Reactant 2

HCID 13350488(R)-2-fluoro-2-methyl-malonic acid monoethyl esterHCID 58972510(S)-7-Amino-5-(2-methoxy-ethyl)-5H,7H-dibenzo[b,d]azepin-6-one

Product 1

HCID 58972536(R)-2-Fluoro-N-[(S)-5-(2-methoxy-ethyl)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl]-2-methyl-malonamic acid ethyl ester

Procedure

Using (S)-7-amino-5-(2-methoxy-ethyl)-5H,7H-dibenzo[b,d]azepin-6-one and (R)-2-fluoro-2-methyl-malonic acid monoethyl ester, the title compound was prepared in the same manner as described for example 1c. Colorless oil (59%). MS: m/e=429(M+H+).

Sources & evidence

ORD record
ord-eac160a1ac0846ec819ab5158c5d2d90
Source dataset
uspto-grants-2008_09
Patent number
US07425551B2

Reaction notes

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