Dimethyl malonate → HCID 59618618, compound

HRID 1691444Notes

Reaction equation

Br[C:2]1[CH:3]=[CH:4][C:5]2[NH:11][C:10]3[N:12]=[C:13]([C:16]([F:19])([F:18])[F:17])[CH:14]=[CH:15][C:9]=3[CH2:8][N:7]([S:20]([C:23]3[CH:28]=[CH:27][C:26]([C:29]([CH3:32])([CH3:31])[CH3:30])=[CH:25][CH:24]=3)(=[O:22])=[O:21])[C:6]=2[CH:33]=1.[C:34](OC)(=[O:40])[CH2:35][C:36](OC)=[O:37]>>[C:29]([C:26]1[CH:25]=[CH:24][C:23]([S:20]([N:7]2[C:6]3[CH:33]=[C:2]([CH:35]([CH2:34][OH:40])[CH2:36][OH:37])[CH:3]=[CH:4][C:5]=3[NH:11][C:10]3[N:12]=[C:13]([C:16]([F:19])([F:18])[F:17])[CH:14]=[CH:15][C:9]=3[CH2:8]2)(=[O:22])=[O:21])=[CH:28][CH:27]=1)([CH3:30])([CH3:31])[CH3:32]

Participants

Reactant 2

HCID 7943Dimethyl malonate

HCID 596186368-bromo-6-[(4-tert-butylphenyl)sulfonyl]-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepine

Product 1

HCID 59618618HCID 59618618, compound

Procedure

Intermediate 53 was reacted with dimethyl malonate following the procedure as described in Hartwig, John F. (JOC 2002, 67, 541-555) to afford the desired product.

Sources & evidence

ORD record: ord-7ffe329bbd1844d6a67f7fbcab2a8e8e
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08153626B2

Reaction notes

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