Bromhydrol → HCID 11511649, compound

HRID 2301556Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[C:13]=2[Cl:19])=[O:10])=[C:4]([OH:20])[C:3]=1[S:21]([N:24]([CH2:29][CH2:30][O:31]C)[CH2:25][CH2:26][O:27]C)(=[O:23])=[O:22].[Br-].[Al+3].[Br-].[Br-]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[C:13]=2[Cl:19])=[O:10])=[C:4]([OH:20])[C:3]=1[S:21]([N:24]([CH2:29][CH2:30][OH:31])[CH2:25][CH2:26][OH:27])(=[O:23])=[O:22]

Participants

Reactant 2

HCID 166749Bromhydrol

HCID 11613392HCID 11613392, compound

Product 1

HCID 11511649HCID 11511649, compoundYield 14.3%

Procedure

Following the deprotection procedure outlined in example 58, N-[4-chloro-3-[N″,N″-di-(2-methoxyethyl)aminosulfonyl]-2-hydroxyphenyl]-N′(2,3-dichlorophenyl) urea (15 mg, 0.028 mmol) and aluminum bromide (18.7 mg, 0.07 mmol) were reacted to give the desired product (2 mg, 14%). LC-MS 500.0 (M+).

Workup

customwere reacted

Sources & evidence

ORD record: ord-2509ecaf4a714c1bb48908d561bfd18c
Source dataset: uspto-grants-2002_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06500863B1

Reaction notes

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