2,4-Difluorobenzoyl chloride → 2-(2,4-Difluorophenyl)-5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridine

HRID 1177564Notes

Reaction equation

HRID 1177564 reaction equation
[NH2:1][C:2]1[C:3](=[S:17])[NH:4][C:5]([C:8]2([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[CH2:10][CH2:9]2)=[CH:6][CH:7]=1.[F:18][C:19]1[CH:27]=[C:26]([F:28])[CH:25]=[CH:24][C:20]=1[C:21](Cl)=O.NC1C(=S)NC=CC=1>>[F:18][C:19]1[CH:27]=[C:26]([F:28])[CH:25]=[CH:24][C:20]=1[C:21]1[S:17][C:3]2[C:2]([N:1]=1)=[CH:7][CH:6]=[C:5]([C:8]1([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[CH2:10][CH2:9]1)[N:4]=2

Participants

4

Reactant 3

HCID 5880812,4-Difluorobenzoyl chlorideHCID 54631813-Aminopyridine-2-thiolHCID 591748363-amino-6-(1-phenylcyclopropyl)pyridine-2(1H)-thione

Product 1

HCID 671117902-(2,4-Difluorophenyl)-5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridine

Procedure

Reaction of 3-amino-6-(1-phenylcyclopropyl)pyridine-2(1H)-thione (27.3 mg, 113 μmol) and 2,4-difluorobenzoyl chloride (13.8 μl, 113 μmol) according to Reference V and the general procedure for the condensation of 3-aminopyridine-2-thione with aryl acid chlorides to give 2-(2,4-difluorophenyl)-5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridine as a white solid. MS (ESI) m/z: Calculated: 364.1; Observed: 365.0 (M++1).

Sources & evidence

ORD record
ord-2a5069a366d349ab80b80547625e2a15
Source dataset
uspto-grants-2010_11
Patent number
US07842685B2

Reaction notes

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