Sodium borohydride → HCID 23207147, compound

HRID 1756091Notes

Reaction equation

HRID 1756091 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:19]([CH2:20][C:21]#[N:22])=[C:18]([CH3:23])[N:17]=[C:5]2[N:6]([CH2:8][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:10])[CH:7]=1.[BH4-].[Na+]>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:19]([CH2:20][C:21]#[N:22])=[C:18]([CH3:23])[N:17]=[C:5]2[N:6]([CH2:8][CH:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[OH:10])[CH:7]=1

Participants

3

Reactant 2

HCID 4311764Sodium borohydrideHCID 19916777HCID 19916777, compound

Product 1

HCID 23207147HCID 23207147, compound

Procedure

The title compound was prepared from 5-chloro-3-cyanomethyl-2-methyl-7-phenacylpyrrolo[2,3-b]pyridine (example 33) and NaBH4 on a 0.33 mmol scale according to the procedure described in example 11. Chromatography of the crude material (silica, CH2Cl2 /MeOH; 96/4) afforded 45 mg (42%) pure product.

Sources & evidence

ORD record
ord-3e24cd12498b43c09ac4cd001a1a3717
Source dataset
uspto-grants-1995_08
Patent number
US05439917

Reaction notes

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