Acetone → HCID 21906322, compound

HRID 988639Notes

Reaction equation

HRID 988639 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:26])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[NH:16][C:17]([O:19][CH:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[O:18])=[N:6][CH:7]=1.C([BH3-])#N.[Na+].Cl.[CH3:32][C:33]([CH3:35])=O>>[ClH:1].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:26])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[NH:16][C:17]([O:19][CH:20]2[CH2:21][CH2:22][N:23]([CH:33]([CH3:35])[CH3:32])[CH2:24][CH2:25]2)=[O:18])=[N:6][CH:7]=1

Participants

5

Reactant 4

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 5003444Sodium cyanoborohydrideHCID 21906394HCID 21906394, compound

Product 1

HCID 21906322HCID 21906322, compoundYield 67%

Procedure

Using a similar procedure to that described in Example 9-C, N-(5-chloropyridin-2-yl)-2-[(piperidin-4-yloxycarbonyl)amino]benzamide (100 mg, 0.205 mmol), acetone (0.075 mL), and sodium cyanoborohydride (51 mg, 0.82 mmol) yielded, after treatment with HCl, 63 mg (67%) of the title compound as a hydrochloride salt.

Workup

  1. customyielded

Sources & evidence

ORD record
ord-b818f86f900d46099f04ff8b7c325889
Source dataset
uspto-grants-2003_10
Patent number
US06635657B1

Reaction notes

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