Cyclopropanemethanamine → HCID 57855901, compound

HRID 2039630Notes

Reaction equation

[Cl:1][C:2]1[CH:3]2[S:31][C:30]([S:32][CH3:33])=[N:29][CH:4]2[CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([C:12]1[N:13]([C:21]3[C:26]([Cl:27])=[CH:25][CH:24]=[CH:23][N:22]=3)[N:14]=[C:15]([C:17]([F:20])([F:19])[F:18])[CH:16]=1)[O:8][C:7]2=[O:28].[CH:34]1([CH2:37][NH2:38])[CH2:36][CH2:35]1>>[CH:34]1([CH2:37][NH:38][C:7]([C:6]2[C:11]([NH:10][C:9]([C:12]3[N:13]([C:21]4[C:26]([Cl:27])=[CH:25][CH:24]=[CH:23][N:22]=4)[N:14]=[C:15]([C:17]([F:18])([F:20])[F:19])[CH:16]=3)=[O:8])=[C:2]([Cl:1])[CH:3]3[S:31][C:30]([S:32][CH3:33])=[N:29][CH:4]3[CH:5]=2)=[O:28])[CH2:36][CH2:35]1

Participants

Reactant 2

HCID 75646Cyclopropanemethanamine

HCID 57855923HCID 57855923, compound

Product 1

HCID 57855901HCID 57855901, compound

Procedure

See step f) of example H2 using 4-chloro-6-[2-(3-chloro-pyridin-2-yl)-5-trifluoromethyl-2H-pyrazol-3-yl]-2-methylsulfanyl-3a,9a-dihydro-7-oxa-3-thia-1,5-diaza-cyclopenta[b]naphthalen-8-one as starting material and cyclopropanemethylamine. After overnight reaction and chromatography column purification, the expected product is obtained within 57%; LC/MS: 601/603 (M+1)+; m.p.: 221-223° C.

Workup

customAfter overnight reaction and chromatography column purification

Sources & evidence

ORD record: ord-57e2809e9ea64b5eb7df91c8b3ffa4de
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08580785B2

Reaction notes

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