4-Methylpiperidine → HCID 67547525, compound

HRID 490620Notes

Reaction equation

HRID 490620 reaction equation
[CH2:1]([N:8]1[CH2:12][CH:11]([N:13](C(OC(C)(C)C)=O)[CH2:14][C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:16]=2[F:22])[CH2:10][CH:9]1[C:30](O)=[O:31])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:33][CH:34]1[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]1>>[CH2:1]([N:8]1[CH2:12][C@@H:11]([NH:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:16]=2[F:22])[CH2:10][C@H:9]1[C:30]([N:37]1[CH2:38][CH2:39][CH:34]([CH3:33])[CH2:35][CH2:36]1)=[O:31])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 693814-MethylpiperidineHCID 675474701-Benzyl-4-[tert-butoxycarbonyl-(2,4-difluoro-benzyl)-amino]-pyrrolidine-2-carboxylic acid

Product 1

HCID 67547525HCID 67547525, compoundYield 24%

Procedure

As described for Example 1f, 1-benzyl-4-[tert-butoxycarbonyl-(2,4-difluoro-benzyl)-amino]-pyrrolidine-2-carboxylic acid (60.0 mg, 0.134 mmol) was converted, using 4-methyl-piperidine instead of 2-piperazin-1-yl-benzonitrile, to the title compound (12.5 mg, 24%) as light yellow oil. MS m/e=428.5 [M+H]+.

Sources & evidence

ORD record
ord-6945d312b6f44c43aee3a7e71d86479d
Source dataset
uspto-grants-2009_05
Patent number
US07528136B2

Reaction notes

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