211374-80-0 → HCID 86644191, compound

HRID 1014422Notes

Reaction equation

HRID 1014422 reaction equation
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[CH:10]=[CH:9][N:8]([S:11]([C:14]3[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=3)(=[O:13])=[O:12])[C:6]=2[N:7]=1.[NH2:22][C:23]1[CH:31]=[C:30]([F:32])[C:29]([F:33])=[CH:28][C:24]=1[C:25]([NH2:27])=[O:26]>>[Cl:1][C:2]1[N:3]=[C:4]([NH:22][C:23]2[CH:31]=[C:30]([F:32])[C:29]([F:33])=[CH:28][C:24]=2[C:25]([NH2:27])=[O:26])[C:5]2[CH:10]=[CH:9][N:8]([S:11]([C:14]3[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=3)(=[O:13])=[O:12])[C:6]=2[N:7]=1

Participants

3

Reactant 2

HCID 16640510211374-80-0HCID 534868282,4-dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine

Product 1

HCID 86644191HCID 86644191, compound

Procedure

Using General Protocol II and starting with 2,4-dichloro-7-[(4-methylphenyl)sulfonyl]-7H-pyrrolo[2,3-d]pyrimidine (3.0 g, 8.8 mmol) and 2-amino-4,5-difluorobenzamide (4.15 g, 23.9 mmol), 2-({2-chloro-7-[(4-methylphenyl)sulfonyl]-7H-pyrrolo[2,3-d]pyrimidin-4-yl}amino)-4,5-difluorobenzamide was isolated as a white solid (1.80 g, 43% Yield); 1H NMR (400 MHz, DMSO-d6) δ ppm 2.34 (s, 3H), 6.67 (d, J=4.03 Hz, 1 H), 7.46 (d, J=8.61 Hz, 2 H), 7.76 (d, J=4.03 Hz, 1 H), 7.92-8.01 (m, 4 H), 8.35 9s, 1 H), 8.55 (dd, J=13.55, 7.69 Hz, 1 H), 12.50 (s, 1 H).

Sources & evidence

ORD record
ord-a58ce579d25f42b1b3cf619197f078eb
Source dataset
uspto-grants-2011_07
Patent number
US07981903B2

Reaction notes

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