Cyclopropylamine → HCID 131725560, compound

HRID 1745225Notes

Reaction equation

C(O[C:6]([N:8]1[CH2:12][C:11](=[CH:13][Cl:14])[CH2:10][C@H:9]1[C:15]([OH:17])=O)=[O:7])(C)(C)C.[C:18]([N:26]=C=O)(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.[CH:29]1([NH2:32])[CH2:31][CH2:30]1>>[C:18]([NH:26][C:6]([N:8]1[CH2:12][C:11](=[CH:13][Cl:14])[CH2:10][C@H:9]1[C:15]([NH:32][CH:29]1[CH2:31][CH2:30]1)=[O:17])=[O:7])(=[O:25])[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

Reactant 3

HCID 69828Cyclopropylamine

HCID 78210Benzoyl isocyanate

HCID 69251379HCID 69251379, compound

Product 1

HCID 131725560HCID 131725560, compound

Procedure

Following the general method as outlined in Example 22, starting from (2S,4EZ)-1-(tert-butoxycarbonyl)-4-(chloromethylene)-2-pyrrolidinecarboxylic acid, benzoyl isocyanate, and cyclopropylamine the title compound was obtained in 76% purity by LC/MS. MS(ESI+): m/z=348.6.

Sources & evidence

ORD record: ord-37b00ff5da104e5195b1a4d7fec91457
Source dataset: uspto-grants-2006_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07018988B2

Reaction notes

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