Dimethylcarbamoyl Chloride → 3-(1-{4-[3-(4-Chloro-3-(trifluoromethyl)phenyl)-3-hydroxyureido]phenyl}-1H-indol-5-yl)-1,1-dimethylurea

HRID 1912803Notes

Reaction equation

Cl.[NH2:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([C:12]1[CH:17]=[CH:16][C:15]([NH:18][C:19]([N:21]([C:23]3[CH:28]=[CH:27][C:26]([Cl:29])=[C:25]([C:30]([F:33])([F:32])[F:31])[CH:24]=3)[OH:22])=[O:20])=[CH:14][CH:13]=1)[CH:7]=[CH:6]2.[CH3:34][N:35]([CH3:39])[C:36](Cl)=[O:37]>>[Cl:29][C:26]1[CH:27]=[CH:28][C:23]([N:21]([OH:22])[C:19](=[O:20])[NH:18][C:15]2[CH:14]=[CH:13][C:12]([N:8]3[C:9]4[C:5](=[CH:4][C:3]([NH:2][C:36](=[O:37])[N:35]([CH3:39])[CH3:34])=[CH:11][CH:10]=4)[CH:6]=[CH:7]3)=[CH:17][CH:16]=2)=[CH:24][C:25]=1[C:30]([F:33])([F:32])[F:31]

Participants

Reactant 2

HCID 6598Dimethylcarbamoyl Chloride

HCID 23155046HCID 23155046, compound

Product 1

HCID 231550033-(1-{4-[3-(4-Chloro-3-(trifluoromethyl)phenyl)-3-hydroxyureido]phenyl}-1H-indol-5-yl)-1,1-dimethylurea

Procedure

The title compound can be synthesized from 1-[4-(5-aminoindol-1-yl)phenyl]-3-(4-chloro-3-(trifluoromethyl)phenyl)-3-hydroxyurea hydrochloride and N,N-dimethyl-carbamic acid chloride by using the same techniques as in Example 41.

Sources & evidence

ORD record: ord-3c69f8b3c34c44aabb3ae3bed20eda47
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08609656B2

Reaction notes

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