1-Cyanocyclopropanecarboxylic acid → HCID 57496990, compound

HRID 2409127Notes

Reaction equation

HRID 2409127 reaction equation
C(OC(=O)[NH:7][C:8]1[N:9]([CH3:25])[C:10](=[O:24])[C:11]([CH3:23])([CH3:22])[C@:12]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([NH2:21])[CH:16]=2)([CH3:14])[N:13]=1)(C)(C)C.[C:27]([C:29]1([C:32](O)=[O:33])[CH2:31][CH2:30]1)#[N:28]>>[NH2:7][C:8]1[N:9]([CH3:25])[C:10](=[O:24])[C:11]([CH3:23])([CH3:22])[C@:12]([C:15]2[CH:16]=[C:17]([NH:21][C:32]([C:29]3([C:27]#[N:28])[CH2:31][CH2:30]3)=[O:33])[CH:18]=[CH:19][CH:20]=2)([CH3:14])[N:13]=1

Participants

3

Reactant 2

HCID 27332591-Cyanocyclopropanecarboxylic acidHCID 57496606[(R)-4-(3-amino-phenyl)-1,4,5,5-tetramethyl-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester2×

Product 1

HCID 57496990HCID 57496990, compound

Procedure

The coupling of [(R)-4-(3-amino-phenyl)-1,4,5,5-tetramethyl-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester (intermediate F1) and 1-cyano-cyclopropanecarboxylic acid followed by deprotection of the intermediate yielded the title compound as a white solid. MS (ESI): m/z=354.3 [M+H]+.

Sources & evidence

ORD record
ord-cc0b9599c13f4e4ba3fb209d9d313793
Source dataset
uspto-grants-2014_08
Patent number
US08815881B2

Reaction notes

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