HCID 21845999, compound → HCID 18392459, compound

HRID 619846Notes

Reaction equation

HRID 619846 reaction equation
Cl.[NH2:2][C@H:3]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:10]=[C:11]([C:14]#[N:15])[S:12][CH:13]=2)[C:4]1=[O:16].[C:17]([NH:27][C:28]1[CH:37]=[C:36]2[C:31]([CH:32]=[CH:33][C:34]([S:38](Cl)(=[O:40])=[O:39])=[CH:35]2)=[CH:30][CH:29]=1)([O:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:18]>>[C:14]([C:11]1[S:12][CH:13]=[C:9]([CH2:8][N:5]2[CH2:6][CH2:7][C@H:3]([NH:2][S:38]([C:34]3[CH:33]=[CH:32][C:31]4[C:36](=[CH:37][C:28]([NH:27][C:17]([O:19][CH2:20][C:21]5[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=5)=[O:18])=[CH:29][CH:30]=4)[CH:35]=3)(=[O:40])=[O:39])[C:4]2=[O:16])[CH:10]=1)#[N:15]

Participants

3

Reactant 2

HCID 21845999HCID 21845999, compoundHCID 228836294-(3-(S)-amino-2-oxo-pyrrolidin-1-ylmethyl)-thiophene-2carbonitrile hydrochloride

Product 1

HCID 18392459HCID 18392459, compound

Procedure

The title compound is prepared from 4-(3-(S)-amino-2-oxopyrrolidin-1-ylmethyl)thiophene-2-carbonitrile hydrochloride as described in EXAMPLE 125, Part C using N-Cbz-7-aminonaphthalene-2-sulfonyl chloride in place of 7-methoxynaphthalene-2-sulfonyl chloride. The crude product is purified by column chromatography eluting with a gradient of 10% EtOAc/CH2Cl2 to 25% EtOAc/CH2Cl2 to provide the title compound as a solid.

Workup

  1. customThe crude product is purified by column chromatography
  2. washeluting with a gradient of 10% EtOAc/CH2Cl2 to 25% EtOAc/CH2Cl2

Sources & evidence

ORD record
ord-f1f5562d55f6435c8cf711d8e91a0826
Source dataset
uspto-grants-1999_09
Patent number
US05958918

Reaction notes

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