HCID 67264427, compound → HCID 66830102, compound

HRID 1687433Notes

Reaction equation

HRID 1687433 reaction equation
[NH2:1][C:2]1[C:21]([O:22][CH3:23])=[CH:20][C:5]2[CH2:6][CH2:7][N:8]([CH2:11][C:12]([N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)=[O:13])[CH2:9][CH2:10][C:4]=2[CH:3]=1.[Cl:24][C:25]1[CH:26]=[CH:27][C:28]([NH:37][C:38]2[C:43]([Cl:44])=[CH:42][N:41]=[C:40](Cl)[N:39]=2)=[C:29]([S:31]([N:34]([CH3:36])[CH3:35])(=[O:33])=[O:32])[CH:30]=1>>[Cl:24][C:25]1[CH:26]=[CH:27][C:28]([NH:37][C:38]2[C:43]([Cl:44])=[CH:42][N:41]=[C:40]([NH:1][C:2]3[C:21]([O:22][CH3:23])=[CH:20][C:5]4[CH2:6][CH2:7][N:8]([CH2:11][C:12]([N:14]5[CH2:19][CH2:18][O:17][CH2:16][CH2:15]5)=[O:13])[CH2:9][CH2:10][C:4]=4[CH:3]=3)[N:39]=2)=[C:29]([S:31]([N:34]([CH3:36])[CH3:35])(=[O:32])=[O:33])[CH:30]=1

Participants

3

Reactant 2

HCID 67264427HCID 67264427, compoundHCID 866339395-Chloro-2-(2,5-dichloro-pyrimidin-4-ylamino)-N,N-dimethyl-benzenesulfonamide

Product 1

HCID 66830102HCID 66830102, compound

Procedure

The title compound was prepared from 2-(7-Amino-8-methoxy-1,2,4,5-tetrahydro-3-benzazepin-3-yl)-1-morpholin-4-yl-ethanone and 5-Chloro-2-(2,5-dichloro-pyrimidin-4-ylamino)-N,N-dimethyl-benzenesulfonamide in an analogous manner to Example 61e. Product isolated as a tan foam (0.034 g, 24%). MP: 100-115° C. 1H NMR (400 MHz, CDCl3, δ, ppm): 9.21 (s, 1H), 8.45 (d, 1H, J=8.8 Hz), 8.15 (s, 1H), 7.93 (s, 1H), 7.87-7.85 (m, 1H), 7.53-7.47 (m, 2H), 6.65 (s, 1H), 3.88 (s, 3H), 3.75-3.62 (m, 9H), 3.30 (s, 2H), 2.90-2.85 (m, 2H), 2.77 (s, 6H), 2.75-2.63 (m, 6H). MS: 664.19 (MH)+.

Sources & evidence

ORD record
ord-a4ea1984fb1d489f9676af317fc330f2
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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