Hydrochloric Acid → 5-[4-(3-Chloro-4-fluoro-phenylamino)-6-oxo-6,7-dihydro-pyrrolo [2,3-D]pyrimidin-5-ylidenemethyl]-1H-pyrrole-2-carboxylic acid (2-morpholin-4-YL-ethyl)-amide

HRID 1072151Notes

Reaction equation

HRID 1072151 reaction equation
[N:1]1([CH2:7][CH2:8][NH:9][C:10]([C:12]2[NH:13][C:14]([CH:17]=[C:18]3[C:26]4[C:25](Cl)=[N:24][CH:23]=[N:22][C:21]=4[NH:20][C:19]3=[O:28])=[CH:15][CH:16]=2)=[O:11])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[Cl:29][C:30]1[CH:31]=[C:32]([NH2:37])[CH:33]=[CH:34][C:35]=1[F:36].Cl>>[N:1]1([CH2:7][CH2:8][NH:9][C:10]([C:12]2[NH:13][C:14]([CH:17]=[C:18]3[C:26]4[C:25]([NH:37][C:32]5[CH:33]=[CH:34][C:35]([F:36])=[C:30]([Cl:29])[CH:31]=5)=[N:24][CH:23]=[N:22][C:21]=4[NH:20][C:19]3=[O:28])=[CH:15][CH:16]=2)=[O:11])[CH2:2][CH2:3][O:4][CH2:5][CH2:6]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 97083-Chloro-4-fluoroanilineHCID 865865025-(4-chloro-6-oxo-6,7-dihydro-pyrrolo[2,3-d]pyrimidin-5-ylidenemethyl)-1H-pyrrole-2-carboxylic acid (2-morpholin4-yl-ethyl)-amide

Product 1

HCID 498233365-[4-(3-Chloro-4-fluoro-phenylamino)-6-oxo-6,7-dihydro-pyrrolo [2,3-D]pyrimidin-5-ylidenemethyl]-1H-pyrrole-2-carboxylic acid (2-morpholin-4-YL-ethyl)-amideYield 16%

Procedure

The title compound (16% yield) was prepared from 5-(4-chloro-6-oxo-6,7-dihydro-pyrrolo[2,3-d]pyrimidin-5-ylidenemethyl)-1H-pyrrole-2-carboxylic acid (2-morpholin-4-yl-ethyl)-amide and 3-chloro-4-fluoro-phenylamine according to the procedure described for Example 12 without the conversion to HCl salt. MS 512.3 [M+1].

Sources & evidence

ORD record
ord-2096ba2641de438eade9ebc791d3720d
Source dataset
uspto-grants-2005_06
Patent number
US06908930B2

Reaction notes

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