4-(3-Chloro 4-fluoro-phenylamino)-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one → HCID 69799154, compound

HRID 1072195Notes

Reaction equation

HRID 1072195 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:11]3[CH2:18][C:17](=[O:19])[NH:16][C:12]=3[N:13]=[CH:14][N:15]=2)[CH:5]=[CH:6][C:7]=1[F:8].[CH3:20][C:21]1[CH:25]=[C:24]([C:26]([N:28]2[CH2:33][CH:32]([CH3:34])[N:31]([CH3:35])[CH:30]([CH3:36])[CH2:29]2)=[O:27])[NH:23][C:22]=1[CH:37]=O>>[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:11]3[C:18](=[CH:37][C:22]4[NH:23][C:24]([C:26]([N:28]5[CH2:29][CH:30]([CH3:36])[N:31]([CH3:35])[CH:32]([CH3:34])[CH2:33]5)=[O:27])=[CH:25][C:21]=4[CH3:20])[C:17](=[O:19])[NH:16][C:12]=3[N:13]=[CH:14][N:15]=2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

3

Reactant 2

HCID 98787694-(3-Chloro 4-fluoro-phenylamino)-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-oneHCID 22390984HCID 22390984, compound

Product 1

HCID 69799154HCID 69799154, compound

Procedure

4-(3-Chloro-4-fluoro-phenylamino)-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one was condensed with 3-methyl-5-(3,4,5-trimethyl-piperazine-1-carbonyl)-1H-pyrrole-2-carbaldehyde to give the title compound. 1H NMR (360 MHz, DMSO-d6) δ 13.41 (br s, 1H, NH), 11.78 (br s, 1H, NH), 9.23 (br s, 1H), 8.33 (s, 1H), 7.72 (dd, J=2.5 & 6.5 Hz, 1H), 7.43 (m, 1H), 7.33-7.38 (m, 2H), 6.58 (m, 1H), 4.19 (m, 2H, CH2), 2.78 (m, 2H), 2.23 (s, 3H, CH3), 2.18 (s, 3H, CH3), 2.11 (m, 2H), 1.06 (d, J=6.6 Hz, 6H, 2×CH3). MS 524 [M++1].

Sources & evidence

ORD record
ord-0dd839d9308845c18aa478c652f4a977
Source dataset
uspto-grants-2005_06
Patent number
US06908930B2

Reaction notes

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