Prop-2-en-1-yl {5-[5-(2-chloropyrimidin-4-yl)-2-(propan-2-yl)-1,3-thiazol-4-yl]-2-fluorophenyl}carbamate → 5-[5-(2-Chloro-4-pyrimidinyl)-2-(1-methylethyl)-1,3-thiazol-4-yl]-2-fluoroaniline

HRID 1670949Notes

Reaction equation

HRID 1670949 reaction equation
ClC1N=C(C2SC(C(C)C)=NC=2C2C=C(C=CC=2)N)C=CN=1.[Cl:23][C:24]1[N:29]=[C:28]([C:30]2[S:34][C:33]([CH:35]([CH3:37])[CH3:36])=[N:32][C:31]=2[C:38]2[CH:39]=[CH:40][C:41]([F:51])=[C:42]([NH:44]C(=O)OCC=C)[CH:43]=2)[CH:27]=[CH:26][N:25]=1>>[Cl:23][C:24]1[N:29]=[C:28]([C:30]2[S:34][C:33]([CH:35]([CH3:37])[CH3:36])=[N:32][C:31]=2[C:38]2[CH:39]=[CH:40][C:41]([F:51])=[C:42]([CH:43]=2)[NH2:44])[CH:27]=[CH:26][N:25]=1

Participants

3

Reactant 2

HCID 53418796Prop-2-en-1-yl {5-[5-(2-chloropyrimidin-4-yl)-2-(propan-2-yl)-1,3-thiazol-4-yl]-2-fluorophenyl}carbamate2×HCID 579900463-[5-(2-Chloro-4-pyrimidinyl)-2-(1-methylethyl)-1,3-thiazol-4-yl]aniline

Product 1

HCID 579897855-[5-(2-Chloro-4-pyrimidinyl)-2-(1-methylethyl)-1,3-thiazol-4-yl]-2-fluoroanilineYield 92%

Procedure

In a procedure analogous to Intermediate 13, 1.1 g (92% yield) of the title compound was prepared from 2-propen-1-yl {5-[5-(2-chloro-4-pyrimidinyl)-2-(1-methylethyl)-1,3-thiazol-4-yl]-2-fluorophenyl}carbamate (1.5 g, 3.5 mmol) (Intermediate 41). MS (ES+) MS: 349.27 (M+H)+.

Sources & evidence

ORD record
ord-f1cf283ac6d64c528aa3348c04c52e9e
Source dataset
uspto-grants-2011_08
Patent number
US07994185B2

Reaction notes

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