(2,4-Dichlorophenyl)acetyl chloride → 2-(2,4-Dichloro-phenyl)-1-{3-[4-(5H,11H-pyrrolo[2,1-c][1,4]benzodiazepine-10-carbonyl)-phenyl]-pyrazol-1-yl}-ethanone

HRID 1635832Notes

Reaction equation

HRID 1635832 reaction equation
[NH:1]1[CH:5]=[CH:4][C:3]([C:6]2[CH:11]=[CH:10][C:9]([C:12]([N:14]3[C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=4[CH2:18][N:17]4[CH:25]=[CH:26][CH:27]=[C:16]4[CH2:15]3)=[O:13])=[CH:8][CH:7]=2)=[N:2]1.[Cl:28][C:29]1[CH:34]=[C:33]([Cl:35])[CH:32]=[CH:31][C:30]=1[CH2:36][C:37](Cl)=[O:38]>N1C=CC=CC=1>[Cl:28][C:29]1[CH:34]=[C:33]([Cl:35])[CH:32]=[CH:31][C:30]=1[CH2:36][C:37]([N:1]1[CH:5]=[CH:4][C:3]([C:6]2[CH:11]=[CH:10][C:9]([C:12]([N:14]3[C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=4[CH2:18][N:17]4[CH:25]=[CH:26][CH:27]=[C:16]4[CH2:15]3)=[O:13])=[CH:8][CH:7]=2)=[N:2]1)=[O:38]

Participants

4

Reactant 2

HCID 2758147(2,4-Dichlorophenyl)acetyl chlorideHCID 178519422HCID 178519422, compound

Product 1

HCID 102091222-(2,4-Dichloro-phenyl)-1-{3-[4-(5H,11H-pyrrolo[2,1-c][1,4]benzodiazepine-10-carbonyl)-phenyl]-pyrazol-1-yl}-ethanoneYield 18.4%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In the manner of Example 32, employing [4-(1H-pyrazol-3-yl)-phenyl]-(5H,11H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-methanone (0.71 g) in dry pyridine (25 ml) and 2,4-dichlorophenylacetyl chloride (0.56 g), the title compound (0.20 g) was obtained as a crystalline solid, m.p. 130-140° C., resolidifies, m.p. 180-182° C.

Sources & evidence

ORD record
ord-35ec43749fa94f40a61e2ce8982803d9
Source dataset
uspto-grants-2003_01
Patent number
US06511974B1

Reaction notes

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