Cyclopropylamine → HCID 67501128, compound

HRID 1631347Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C@@H:9]1[N:13]([C:14]2[CH:19]=[CH:18][N:17]3[N:20]=[CH:21][C:22]([C:23]([OH:25])=O)=[C:16]3[N:15]=2)[C:12]([CH3:27])([CH3:26])[CH2:11][CH2:10]1.[CH:28]1([NH2:31])[CH2:30][CH2:29]1>>[CH:28]1([NH:31][C:23]([C:22]2[CH:21]=[N:20][N:17]3[CH:18]=[CH:19][C:14]([N:13]4[C@@H:9]([C:3]5[CH:4]=[C:5]([F:8])[CH:6]=[CH:7][C:2]=5[F:1])[CH2:10][CH2:11][C:12]4([CH3:27])[CH3:26])=[N:15][C:16]=23)=[O:25])[CH2:30][CH2:29]1

Participants

Reactant 2

HCID 69828Cyclopropylamine

HCID 66847784HCID 66847784, compound

Product 1

HCID 67501128HCID 67501128, compoundYield 39%

Procedure

Prepared by the method described in Example 1 using (R)-5-(5-(2,5-difluorophenyl)-2,2-dimethylpyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid and cyclopropylamine in Step D. The crude material was purified by reverse phase HPLC (0-75% acetonitrile/water) to provide the title compound (11 mg, 39% yield). MS (apci) m/z=412.1 (M+H).

Workup

customPrepared by the method
customThe crude material was purified by reverse phase HPLC (0-75% acetonitrile/water)

Sources & evidence

ORD record: ord-68c27c7cc1f94bf1b70d36097f34ae78
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08791123B2

Reaction notes

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