(2R)-1,1,1-Trifluoro-2-propanamine → HCID 90313706, compound

HRID 1524011Notes

Reaction equation

HRID 1524011 reaction equation
[NH2:1][C:2]1[CH:7]=[N:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[C:15]([C:20]([OH:22])=O)=[CH:16][CH:17]=[CH:18][CH:19]=3)=[CH:10][C:9]=2[F:23])=[CH:4][N:3]=1.[F:24][C:25]([F:30])([F:29])[C@H:26]([NH2:28])[CH3:27]>>[NH2:1][C:2]1[N:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[C:15]([C:20]([NH:28][C@H:26]([CH3:27])[C:25]([F:30])([F:29])[F:24])=[O:22])=[CH:16][CH:17]=[CH:18][CH:19]=3)=[CH:10][C:9]=2[F:23])=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 10964446(2R)-1,1,1-Trifluoro-2-propanamineHCID 90313349HCID 90313349, compound

Product 1

HCID 90313706HCID 90313706, compound

Procedure

The title compound was prepared using methods analogous to those described in Step C of Example 504 using 4′-(2-aminopyrazin-5-yl)-3′-fluoro-[1,1′-biphenyl]-2-carboxylic acid and (R)-1,1,1-trifluoropropan-2-amine. MS (ESI): mass calcd. for C20H16F4N4O, 404.13; m/z found, 405.1 [M+H]+. 1H NMR (400 MHz, DMSO-d6) δ 8.91 (d, J=8.8, 1H) 8.34 (s, 1H), 8.01 (d, J=1.2, 1H), 7.90-7.80 (m, 1H), 7.58-7.40 (m, 4H), 7.29-7.18 (m, 2H), 6.69 (s, 2H), 4.68-4.56 (m, 1H), 1.16 (d, J=7.0, 3H).

Sources & evidence

ORD record
ord-e317e445949348a298f0b9a72c41aaea
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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