3-Fluorophenyl isocyanate → HCID 23132496, compound

HRID 2108916Notes

Reaction equation

HRID 2108916 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N:8]=[C:9]=[O:10])[CH:5]=[CH:6][CH:7]=1.[CH3:11][O:12][C:13]1[CH:14]=[C:15]2[C:20](=[CH:21][C:22]=1[O:23][CH3:24])[N:19]=[CH:18][N:17]=[C:16]2[NH:25][C:26]1[S:27][C:28]2[CH:34]=[C:33]([NH2:35])[CH:32]=[CH:31][C:29]=2[N:30]=1>O>[CH3:11][O:12][C:13]1[CH:14]=[C:15]2[C:20](=[CH:21][C:22]=1[O:23][CH3:24])[N:19]=[CH:18][N:17]=[C:16]2[NH:25][C:26]1[S:27][C:28]2[CH:34]=[C:33]([NH:35][C:9]([NH:8][C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=3)=[O:10])[CH:32]=[CH:31][C:29]=2[N:30]=1

Participants

4

Reactant 2

HCID 1230643-Fluorophenyl isocyanateHCID 86248039N2-(6,7-dimethoxyquinazolin-4-yl)benzothiazole-2,6-diamine

Product 1

HCID 23132496HCID 23132496, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-[2-(6,7-Dimethoxyquinazolin-4-ylamino)benzothiazol-6-yl]-3-(3-fluorophenyl)urea was prepared from 3-fluorophenyl isocyanate (13 μL, 0.113 mmol) and N2-(6,7-dimethoxyquinazolin-4-yl)benzothiazole-2,6-diamine (40 mg, 0.113 mmol) according to GP 3. The mixture was poured into water (20 mL) and the resulting precipitate was purified by pTLC (dichloromethane:methanol=9:1) to obtain a yellow solid (14 mg, 29 μmol, 26%). LC/ESI-MS: m/z=491 [M+H]+; m/z=489 [M−H]−; Rt=3.27 min.

Workup

  1. customthe resulting precipitate was purified by pTLC (dichloromethane:methanol=9:1)

Sources & evidence

ORD record
ord-f999b7c35385491cbb0bc01a28c4d933
Source dataset
uspto-grants-2009_04
Patent number
US07514460B2

Reaction notes

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