Hydrochloric Acid → HCID 9956765, compound

HRID 1882964Notes

Reaction equation

HRID 1882964 reaction equation
FC(F)(F)C(O)=O.[Cl:8][C:9]1[CH:10]=[CH:11][C:12]([NH:15][C:16](=[O:32])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[NH:23][C:24]([O:26][CH:27]2[CH2:31][CH2:30][NH:29][CH2:28]2)=[O:25])=[N:13][CH:14]=1.[CH3:33][CH:34]1[CH2:38][CH2:37][CH2:36][C:35]1=O.C([BH3-])#N.[Na+].Cl>>[ClH:8].[Cl:8][C:9]1[CH:10]=[CH:11][C:12]([NH:15][C:16](=[O:32])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[NH:23][C:24]([O:26][CH:27]2[CH2:31][CH2:30][N:29]([CH:35]3[CH2:36][CH2:37][CH2:38][CH:34]3[CH3:33])[CH2:28]2)=[O:25])=[N:13][CH:14]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 142652-MethylcyclopentanoneHCID 5003444Sodium cyanoborohydrideHCID 21906397HCID 21906397, compound

Product 1

HCID 9956765HCID 9956765, compoundYield 158.2%

Procedure

Using a similar procedure to that described in Example 9-C, N-(5-chloropyridin-2-yl)-2-[(pyrrolidine-3-yloxycarbonyl)amino]benzamide trifluoroacetate (100 mg, 0.211 mmol), 2-methylcyclopentanone (0.112 mL, 1.05 mmol), and sodium cyanoborohydride (53 mg, 0.84 mmol) yielded, after treatment with HCl, 80 mg (80%) of the title compound as the hydrochloride salt.

Workup

  1. customyielded

Sources & evidence

ORD record
ord-a5461e43182e49cd918ea1673dfb4e89
Source dataset
uspto-grants-2004_07
Patent number
US06759414B2

Reaction notes

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