3-Chloro-4-fluoroaniline → 4-(3-Chloro-4-fluoro-phenylamino)-5-[3,5-dimethyl-4-(3-morpholin-4-YL-propyl)-1H-pyrrol-2-ylmethylene]-5,7-dihydro-pyrrolo[2,3-D]pyrimidin-6-one hydrochloride

HRID 1072140Notes

Reaction equation

[Cl:1][C:2]1[C:3]2[C:10](=[CH:11][C:12]3[NH:13][C:14]([CH3:27])=[C:15]([CH2:18][CH2:19][CH2:20][N:21]4[CH2:26][CH2:25][O:24][CH2:23][CH2:22]4)[C:16]=3[CH3:17])[C:9](=[O:28])[NH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[Cl:29][C:30]1[CH:31]=[C:32]([NH2:37])[CH:33]=[CH:34][C:35]=1[F:36]>>[ClH:1].[Cl:29][C:30]1[CH:31]=[C:32]([NH:37][C:2]2[C:3]3[C:10](=[CH:11][C:12]4[NH:13][C:14]([CH3:27])=[C:15]([CH2:18][CH2:19][CH2:20][N:21]5[CH2:26][CH2:25][O:24][CH2:23][CH2:22]5)[C:16]=4[CH3:17])[C:9](=[O:28])[NH:8][C:4]=3[N:5]=[CH:6][N:7]=2)[CH:33]=[CH:34][C:35]=1[F:36]

Participants

Reactant 2

HCID 97083-Chloro-4-fluoroaniline

HCID 854341704-chloro-5-[3,5-dimethyl-4-(3-morpholin-4-yl-propyl)-1H-pyrrol-2-ylmethylene]-5,7-dihydro-pyrrolo [2,3-d]pyrimidin-6-one

Product 1

HCID 700285554-(3-Chloro-4-fluoro-phenylamino)-5-[3,5-dimethyl-4-(3-morpholin-4-YL-propyl)-1H-pyrrol-2-ylmethylene]-5,7-dihydro-pyrrolo[2,3-D]pyrimidin-6-one hydrochlorideYield 10%

Procedure

The title compound (10% yield) was prepared from 4-chloro-5-[3,5-dimethyl-4-(3-morpholin-4-yl-propyl)-1H-pyrrol-2-ylmethylene]-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one and 3-chloro-4-fluoro-phenylamine according to the procedure described for Example 12.

Sources & evidence

ORD record: ord-e44c2a2d21694ce58bf7e4dd2f91dfb6
Source dataset: uspto-grants-2005_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06908930B2

Reaction notes

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