HCID 67169360, compound → HCID 66575739, compound

HRID 1409444Notes

Reaction equation

[OH:1][C:2]([C:5]1[O:6][CH:7]=[C:8]([C:10]([OH:12])=O)[N:9]=1)([CH3:4])[CH3:3].[NH2:13][C@@H:14]([CH3:33])[CH2:15][N:16]1[CH:20]=[CH:19][C:18]([C:21]2[CH:28]=[CH:27][C:24]([C:25]#[N:26])=[C:23]([C:29]([F:32])([F:31])[F:30])[CH:22]=2)=[N:17]1>>[C:25]([C:24]1[CH:27]=[CH:28][C:21]([C:18]2[CH:19]=[CH:20][N:16]([CH2:15][C@@H:14]([NH:13][C:10]([C:8]3[N:9]=[C:5]([C:2]([OH:1])([CH3:3])[CH3:4])[O:6][CH:7]=3)=[O:12])[CH3:33])[N:17]=2)=[CH:22][C:23]=1[C:29]([F:30])([F:32])[F:31])#[N:26]

Participants

Reactant 2

HCID 67169360HCID 67169360, compound

HCID 70656320HCID 70656320, compound

Product 1

HCID 66575739HCID 66575739, compound

Procedure

The title compound was prepared using the procedure described in Example 32(e) starting from 2-(2-hydroxypropan-2-yl)-oxazole-4-carboxylic acid (0.3 g, 1.75 mmol) and (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-(trifluoromethyl)benzonitrile (0.516 mg, 1.75 mmol). The product was purified by column chromatography. Yield 270 mg. 1H-NMR (400 MHz; DMSO-d6): δ 1.13 (d, 3H), 1.51 (s, 6H), 4.30-4.52 (m, 3H), 5.67 (s, 1H), 7.05 (s, 1H), 7.86 (d, 1H), 8.17 (d, 2H), 8.28 (d, 2H), 8.47 (s, 1H).

Workup

customThe product was purified by column chromatography

Sources & evidence

ORD record: ord-98c090f713c445b4bf0a4586d9487fcd
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08921378B2

Reaction notes

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