4-(3-Chloro 4-fluoro-phenylamino)-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one → HCID 66608073, compound

HRID 1811256Notes

Reaction equation

HRID 1811256 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3[C:13](=[O:17])[NH:14][CH2:15][CH2:16][C:11]=3[NH:10][C:9]=2[CH:18]=O)=[CH:4][CH:3]=1.[Cl:20][C:21]1[CH:22]=[C:23]([NH:28][C:29]2[C:30]3[CH2:37][C:36](=[O:38])[NH:35][C:31]=3[N:32]=[CH:33][N:34]=2)[CH:24]=[CH:25][C:26]=1[F:27]>>[Cl:20][C:21]1[CH:22]=[C:23]([NH:28][C:29]2[C:30]3[C:37](=[CH:18][C:9]4[NH:10][C:11]5[CH2:16][CH2:15][NH:14][C:13](=[O:17])[C:12]=5[C:8]=4[C:5]4[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=4)[C:36](=[O:38])[NH:35][C:31]=3[N:32]=[CH:33][N:34]=2)[CH:24]=[CH:25][C:26]=1[F:27]

Participants

3

Reactant 2

HCID 98787694-(3-Chloro 4-fluoro-phenylamino)-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-oneHCID 866376833-(4-fluoro-phenyl)-4-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridine-2-carbaldehyde

Product 1

HCID 66608073HCID 66608073, compoundYield 77.4%

Procedure

The title compound was prepared under the same conditions as described in Example 46 with 3-(4-fluoro-phenyl)-4-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridine-2-carbaldehyde and 4-(3-chloro-4-fluoro-phenylamino)-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one as starting materials to give 4-(3-chloro-4-fluoro-phenylamino)-5-[3-(4-fluoro-phenyl)-4-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridin-2-ylmethylene]-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one (80 mg, 77.4%) as a red solid.

Workup

  1. customThe title compound was prepared under the same conditions

Sources & evidence

ORD record
ord-cc1cc8833ef34ecda271a98d08e47648
Source dataset
uspto-grants-2013_01
Patent number
US08362251B2

Reaction notes

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