Diisopropylethylamine → HCID 86688018, compound

HRID 872126Notes

Reaction equation

HRID 872126 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=2)[N:5]2[N:15]=[C:16]([CH2:25][O:26][CH2:27][CH3:28])[C:17]([C:18]3[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=3)=[C:4]2[N:3]=1.CCN(C(C)C)C(C)C.[NH:38]1[CH2:42][CH2:41][CH2:40][C@H:39]1[CH2:43][OH:44]>C(#N)C>[CH2:27]([O:26][CH2:25][C:16]1[C:17]([C:18]2[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=2)=[C:4]2[N:3]=[C:2]([N:38]3[CH2:42][CH2:41][CH2:40][C@H:39]3[CH2:43][OH:44])[CH:7]=[C:6]([C:8]3[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=3)[N:5]2[N:15]=1)[CH3:28]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 640091L-ProlinolHCID 86688017HCID 86688017, compound

Product 1

HCID 86688018HCID 86688018, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

5-Chloro-2-(ethoxymethyl)-7-(4-fluorophenyl)-3-(4-methylphenyl)pyrazolo[1,5-a]pyrimidine (22 mg), DIPEA (0.1 mL) and (S)-2-pyrrolidinemethanol (0.1 mL) are stirred for 2 hours in an acetonitrile (7 mL) solvent at 84° C. The reaction solvent is removed by distillation under reduced pressure. The remainder is purified by column chromatography to yield the target compound (24 mg).

Workup

  1. customThe reaction solvent is removed by distillation under reduced pressure
  2. customThe remainder is purified by column chromatography

Sources & evidence

ORD record
ord-d917f2de6405401a95a55b7a9d456ebf
Source dataset
uspto-grants-2015_03
Patent number
US08975264B2

Reaction notes

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