HCID 67263990, compound → HCID 67263991, compound

HRID 1687430Notes

Reaction equation

HRID 1687430 reaction equation
[CH3:1][O:2][C:3]1[C:4]([NH2:21])=[CH:5][C:6]2[CH2:12][CH2:11][N:10]([CH:13]([CH2:17][O:18][CH3:19])[CH2:14][O:15][CH3:16])[CH2:9][CH2:8][C:7]=2[CH:20]=1.[Cl:22][C:23]1[CH:24]=[CH:25][C:26]([NH:35][C:36]2[C:41]([Cl:42])=[CH:40][N:39]=[C:38](Cl)[N:37]=2)=[C:27]([S:29]([N:32]([CH3:34])[CH3:33])(=[O:31])=[O:30])[CH:28]=1>>[Cl:22][C:23]1[CH:24]=[CH:25][C:26]([NH:35][C:36]2[C:41]([Cl:42])=[CH:40][N:39]=[C:38]([NH:21][C:4]3[C:3]([O:2][CH3:1])=[CH:20][C:7]4[CH2:8][CH2:9][N:10]([CH:13]([CH2:14][O:15][CH3:16])[CH2:17][O:18][CH3:19])[CH2:11][CH2:12][C:6]=4[CH:5]=3)[N:37]=2)=[C:27]([S:29]([N:32]([CH3:34])[CH3:33])(=[O:30])=[O:31])[CH:28]=1

Participants

3

Reactant 2

HCID 67263990HCID 67263990, compoundHCID 866339395-Chloro-2-(2,5-dichloro-pyrimidin-4-ylamino)-N,N-dimethyl-benzenesulfonamide

Product 1

HCID 67263991HCID 67263991, compound

Procedure

The title compound was prepared from 8-Methoxy-3-(2-methoxy-1-methoxymethyl-ethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamine 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 (0.072 g, 54%). MP: 66-79° C. 1H NMR (400 MHz, CDCl3, δ, ppm): 9.23 (s, 1H), 8.49 (d, 1H, J=8.8 Hz), 8.14 (s, 1H), 7.91 (s, 1H), 7.87-7.85 (m, 1H), 7.52-7.46 (m, 2H), 6.65 (s, 1H), 3.87 (s, 3H), 3.59-3.53 (m, 2H), 3.49-3.43 (m, 2H), 3.33 (s, 6H), 3.08-3.01 (m, 1H), 2.88-2.80 (m, 6H), 2.77 (s, 6H), 2.73-2.68 (m, 2H). MS: 639.19 (MH)+.

Sources & evidence

ORD record
ord-bc668e3c2dc44228bb27ab95c70f9e1f
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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