Sodium borohydride → HCID 58056216, compound

HRID 1773601Notes

Reaction equation

HRID 1773601 reaction equation
[BH4-].[Na+].[C:3]([Si:7]([CH3:38])([CH3:37])[O:8][CH:9]1[CH2:14][CH2:13][CH:12]([O:15][C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:17]=2[NH:23][C:24]([C:26]2[CH:27]=[N:28][N:29]3[CH:34]=[C:33]([CH:35]=[O:36])[CH:32]=[N:31][C:30]=23)=[O:25])[CH2:11][CH2:10]1)([CH3:6])([CH3:5])[CH3:4]>O1CCCC1.O>[C:3]([Si:7]([CH3:38])([CH3:37])[O:8][CH:9]1[CH2:14][CH2:13][CH:12]([O:15][C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:17]=2[NH:23][C:24]([C:26]2[CH:27]=[N:28][N:29]3[CH:34]=[C:33]([CH2:35][OH:36])[CH:32]=[N:31][C:30]=23)=[O:25])[CH2:11][CH2:10]1)([CH3:6])([CH3:5])[CH3:4]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 58056153HCID 58056153, compound

Product 1

HCID 58056216HCID 58056216, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Sodium borohydride (30 mg, 0.079 mmol) was added to a solution of 6-formyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid {2-[4-(tert-butyl-dimethyl-silanyloxy)-cyclohexyloxy]-5-chloro-phenyl}-amide (20 mg, 0.038 mmol) in a mixture of tetrahydrofuran (1.5 mL) and water (0.1 mL) and the resulting mixture was stirred at room temperature for 2.5 hours. The solvent was evaporated under reduced pressure to give 6-hydroxymethyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid {2-[4-(tert-butyl-dimethyl-silanyloxy)-cyclohexyloxy]-5-chloro-phenyl}-amide as an oily residue.

Workup

  1. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-d31973c3925145c2b4e03ed1c379178f
Source dataset
uspto-grants-2016_02
Patent number
US09255110B2

Reaction notes

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