1-Pyrrolidineethanamine → HCID 10229042, compound

HRID 1374729Notes

Reaction equation

HRID 1374729 reaction equation
[N:1]1([CH2:6][CH2:7][NH2:8])[CH2:5][CH2:4][CH2:3][CH2:2]1.CS([C:13]1[N:18]=[C:17]([C:19]2[C:20]([C:32]3[CH:37]=[CH:36][C:35]([F:38])=[C:34]([Cl:39])[CH:33]=3)=[N:21][N:22]3[CH:27]=[C:26]([C:28]([F:31])([F:30])[F:29])[CH:25]=[CH:24][C:23]=23)[CH:16]=[CH:15][N:14]=1)(=O)=O>O>[Cl:39][C:34]1[CH:33]=[C:32]([C:20]2[C:19]([C:17]3[CH:16]=[CH:15][N:14]=[C:13]([NH:8][CH2:7][CH2:6][N:1]4[CH2:5][CH2:4][CH2:3][CH2:2]4)[N:18]=3)=[C:23]3[CH:24]=[CH:25][C:26]([C:28]([F:30])([F:31])[F:29])=[CH:27][N:22]3[N:21]=2)[CH:37]=[CH:36][C:35]=1[F:38]

Participants

4

Reactant 2

HCID 13441-PyrrolidineethanamineHCID 17962406HCID 17962406, compound

Product 1

HCID 10229042HCID 10229042, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Pyrrolidin-1-ylethylamine (0.04 mL) and 4-[2-(3-chloro-4-fluorophenyl)-6-(trifluoromethyl)pyrazolo[1,5-a]pyridin-3-yl]pyrimidin-2-yl methyl sulfone (0.02 g) were mixed at room temperature and heated with an airgun until a homogenous melt was obtained (2 min). Upon cooling, water was added. The precipitated solid was filtered and dried to give the title compound as a beige solid (0.012 g); 1H NMR (d6-DMSO) δ 9.50(1H, s), 8.48(1H, bs), 8.18(1H, d), 7.83(1H, d), 7.68(1H, dd), 7.62(1H, m), 7.56(1H, dd), 7.12(1H, bs), 6.42(1H, bs), 2.44(2H, bs), 1.67(4H, bs); m/z 505 (M+1)+.

Workup

  1. temperatureheated with an airgun until a homogenous melt
  2. customwas obtained (2 min)
  3. temperatureUpon cooling
  4. filtrationThe precipitated solid was filtered
  5. customdried

Sources & evidence

ORD record
ord-6c724747a0664306aecd4e9f7c753f88
Source dataset
uspto-grants-2007_01
Patent number
US07166597B2

Reaction notes

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