2,2-Dimethylcyclopropane-1-carboxylic acid → HCID 57516128, compound

HRID 2409144Notes

Reaction equation

HRID 2409144 reaction equation
C(OC(=O)[NH:7][C:8]1[N:9]([CH3:26])[C:10](=[O:25])[C:11]([CH3:24])([CH3:23])[C@:12]([C:15]2[CH:20]=[C:19]([NH2:21])[CH:18]=[CH:17][C:16]=2[F:22])([CH3:14])[N:13]=1)(C)(C)C.[CH3:28][C:29]1([CH3:35])[CH2:31][CH:30]1[C:32](O)=[O:33]>>[NH2:7][C:8]1[N:9]([CH3:26])[C:10](=[O:25])[C:11]([CH3:23])([CH3:24])[C@:12]([C:15]2[CH:20]=[C:19]([NH:21][C:32]([CH:30]3[CH2:31][C:29]3([CH3:35])[CH3:28])=[O:33])[CH:18]=[CH:17][C:16]=2[F:22])([CH3:14])[N:13]=1

Participants

3

Reactant 2

HCID 2607082,2-Dimethylcyclopropane-1-carboxylic acidHCID 57496584[(S)-4-(5-amino-2-fluoro-phenyl)-1,4,5,5-tetramethyl-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester2×

Product 1

HCID 57516128HCID 57516128, compound

Procedure

The coupling of [(S)-4-(5-amino-2-fluoro-phenyl)-1,4,5,5-tetramethyl-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester (intermediate F2) and rac-2,2-dimethyl-cyclopropanecarboxylic acid followed by deprotection of the intermediate yielded the title compound as a colorless amorphous solid. MS (ESI): m/z=375.3 [M+H]+.

Sources & evidence

ORD record
ord-c3e96e655dbe475f9eef3a7c6da64bf4
Source dataset
uspto-grants-2014_08
Patent number
US08815881B2

Reaction notes

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