1-Fluoro-2-methylpropan-2-amine → (R)-N-(1-fluoro-2-methylpropan-2-yl)-5-(2-(5-fluoropyridin-3-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide

HRID 1631350Notes

Reaction equation

HRID 1631350 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C@H:8]2[CH2:12][CH2:11][CH2:10][N:9]2[C:13]2[CH:18]=[CH:17][N:16]3[N:19]=[CH:20][C:21]([C:22]([OH:24])=O)=[C:15]3[N:14]=2)[CH:5]=[N:6][CH:7]=1.[F:25][CH2:26][C:27]([CH3:30])([NH2:29])[CH3:28]>>[F:25][CH2:26][C:27]([NH:29][C:22]([C:21]1[CH:20]=[N:19][N:16]2[CH:17]=[CH:18][C:13]([N:9]3[CH2:10][CH2:11][CH2:12][C@@H:8]3[C:4]3[CH:5]=[N:6][CH:7]=[C:2]([F:1])[CH:3]=3)=[N:14][C:15]=12)=[O:24])([CH3:30])[CH3:28]

Participants

3

Reactant 2

HCID 139352501-Fluoro-2-methylpropan-2-amineHCID 66847898HCID 66847898, compound

Product 1

HCID 67502115(R)-N-(1-fluoro-2-methylpropan-2-yl)-5-(2-(5-fluoropyridin-3-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamideYield 100%

Procedure

Prepared by the method described in Example 1 using (R)-5-(2-(5-fluoropyridin-3-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (Preparation I) and 1-fluoro-2-methylpropan-2-amine to yield the title compound as a white solid (37 mg, 100% yield). MS (apci) m/z=401.0 (M+H).

Workup

  1. customPrepared by the method

Sources & evidence

ORD record
ord-0913ab0c1cef4dd2a9cf53065e8bad63
Source dataset
uspto-grants-2014_07
Patent number
US08791123B2

Reaction notes

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