1-(Trifluoromethyl)cyclopropane-1-carboxylic acid → HCID 66727600, compound

HRID 2409140Notes

Reaction equation

HRID 2409140 reaction equation
[NH2:1][C:2]1[CH:25]=[C:24]2[C:5]([CH2:6][CH2:7][C@@:8]32[CH2:13][C:12](=[O:14])[N:11]([CH3:15])[C:10]([NH:16]C(=O)OC(C)(C)C)=[N:9]3)=[CH:4][CH:3]=1.[F:26][C:27]([F:35])([F:34])[C:28]1([C:31](O)=[O:32])[CH2:30][CH2:29]1>>[NH2:16][C:10]1[N:11]([CH3:15])[C:12](=[O:14])[CH2:13][C@@:8]2([C:24]3[C:5](=[CH:4][CH:3]=[C:2]([NH:1][C:31]([C:28]4([C:27]([F:35])([F:34])[F:26])[CH2:30][CH2:29]4)=[O:32])[CH:25]=3)[CH2:6][CH2:7]2)[N:9]=1

Participants

3

Reactant 2

HCID 27783061-(Trifluoromethyl)cyclopropane-1-carboxylic acidHCID 68080540HCID 68080540, compound2×

Product 1

HCID 66727600HCID 66727600, compound

Procedure

The coupling of tert-butyl [(1S)-6-amino-1′-methyl-6′-oxo-2,3,5′,6′-tetrahydro-1′H-spiro[indene-1,4′-pyrimidin]-2′-yl]carbamate (intermediate F6) and 1-trifluoromethyl-cyclopropanecarboxylic acid followed by deprotection of the intermediate yielded the title compound as a white solid. MS (ESI): m/z=381.2 [M+H]+.

Sources & evidence

ORD record
ord-8e228c8390f841d89ff96023b7fda4e7
Source dataset
uspto-grants-2014_08
Patent number
US08815881B2

Reaction notes

Loading…