3-Amino-1,2-propanediol, (S)- → HCID 67500673, compound

HRID 1631341Notes

Reaction equation

HRID 1631341 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:25]([F:28])([F:27])[F:26])=[C:6]([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:7]=1.[NH2:29][CH2:30][C@H:31]([OH:34])[CH2:32][OH:33]>>[OH:34][C@H:31]([CH2:32][OH:33])[CH2:30][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:6]3[CH:7]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=3[C:25]([F:27])([F:28])[F:26])=[N:14][C:15]=12)=[O:24]

Participants

3

Reactant 2

HCID 4409023-Amino-1,2-propanediol, (S)-HCID 66848061HCID 66848061, compound

Product 1

HCID 67500673HCID 67500673, compoundYield 73%

Procedure

Prepared by the method described in Example 1 using (R)-5-(2-(5-fluoro-2-(trifluoromethyl)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (Preparation M) and (S)-3-aminopropane-1,2-diol. The crude material was purified by reverse phase HPLC (0-60% acetonitrile/water) to provide the title compound (26 mg, 73% yield). MS (apci) m/z=468.1 (M+H).

Workup

  1. customPrepared by the method
  2. customThe crude material was purified by reverse phase HPLC (0-60% acetonitrile/water)

Sources & evidence

ORD record
ord-73fe1bd8a42244718151f1b701497aec
Source dataset
uspto-grants-2014_07
Patent number
US08791123B2

Reaction notes

Loading…