4-Chlorophenyl Isocyanate → 3-(3-Cyclopentyloxy-4-methoxy-phenyl)-pyrrolo[2,3-b]pyridine-1-carboxylic acid (3-nitro-4-fluoro-phenyl)-amide

HRID 1820899Notes

Reaction equation

HRID 1820899 reaction equation
ClC1C=CC(N=C=O)=CC=1.[CH:11]1([O:16][C:17]2[CH:18]=[C:19]([C:25]3[C:33]4[C:28](=[N:29][CH:30]=[CH:31][CH:32]=4)[NH:27][CH:26]=3)[CH:20]=[CH:21][C:22]=2[O:23][CH3:24])[CH2:15][CH2:14][CH2:13][CH2:12]1.[F:34][C:35]1[CH:40]=[CH:39][C:38]([N:41]=[C:42]=[O:43])=[CH:37][C:36]=1[N+:44]([O-:46])=[O:45]>>[N+:44]([C:36]1[CH:37]=[C:38]([NH:41][C:42]([N:27]2[C:28]3=[N:29][CH:30]=[CH:31][CH:32]=[C:33]3[C:25]([C:19]3[CH:20]=[CH:21][C:22]([O:23][CH3:24])=[C:17]([O:16][CH:11]4[CH2:12][CH2:13][CH2:14][CH2:15]4)[CH:18]=3)=[CH:26]2)=[O:43])[CH:39]=[CH:40][C:35]=1[F:34])([O-:46])=[O:45]

Participants

4

Reactant 3

HCID 76934-Chlorophenyl IsocyanateHCID 1441174-Fluoro-3-nitrophenyl isocyanateHCID 578916763-[3-(Cyclopentyloxy)-4-methoxyphenyl]-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 578917713-(3-Cyclopentyloxy-4-methoxy-phenyl)-pyrrolo[2,3-b]pyridine-1-carboxylic acid (3-nitro-4-fluoro-phenyl)-amide

Procedure

3-(3-Cyclopentyloxy-4-methoxy-phenyl)-pyrrolo[2,3-b]pyridine-1-carboxylic acid (3-nitro-4-fluoro-phenyl)-amide 98 was prepared using the same protocol as described in Example 25, substituting 3-(3,4-dimethoxy-phenyl)-1H-pyrrolo[2,3-b]pyridine 1 and 4-chlorophenyl isocyanate with 3-(3-Cyclopentyloxy-4-methoxy-phenyl)-1H-pyrrolo[2,3-b]pyridine 88 and 4-fluoro-3-nitrophenyl isocyanate respectively. MS(ESI) [M+H+]+=491.10.

Sources & evidence

ORD record
ord-8de5a8bde3b445b9a4df8ad9f79d3ad3
Source dataset
uspto-grants-2009_10
Patent number
US07605168B2

Reaction notes

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