2-(7-Amino-8-methoxy-1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl)ethan-1-ol → HCID 66830565, compound

HRID 1687432Notes

Reaction equation

HRID 1687432 reaction equation
[NH2:1][C:2]1[C:15]([O:16][CH3:17])=[CH:14][C:5]2[CH2:6][CH2:7][N:8]([CH2:11][CH2:12][OH:13])[CH2:9][CH2:10][C:4]=2[CH:3]=1.[Cl:18][C:19]1[CH:20]=[CH:21][C:22]([NH:31][C:32]2[C:37]([Cl:38])=[CH:36][N:35]=[C:34](Cl)[N:33]=2)=[C:23]([S:25]([N:28]([CH3:30])[CH3:29])(=[O:27])=[O:26])[CH:24]=1>>[Cl:18][C:19]1[CH:20]=[CH:21][C:22]([NH:31][C:32]2[C:37]([Cl:38])=[CH:36][N:35]=[C:34]([NH:1][C:2]3[C:15]([O:16][CH3:17])=[CH:14][C:5]4[CH2:6][CH2:7][N:8]([CH2:11][CH2:12][OH:13])[CH2:9][CH2:10][C:4]=4[CH:3]=3)[N:33]=2)=[C:23]([S:25]([N:28]([CH3:30])[CH3:29])(=[O:26])=[O:27])[CH:24]=1

Participants

3

Reactant 2

HCID 574161162-(7-Amino-8-methoxy-1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl)ethan-1-olHCID 866339395-Chloro-2-(2,5-dichloro-pyrimidin-4-ylamino)-N,N-dimethyl-benzenesulfonamide

Product 1

HCID 66830565HCID 66830565, compound

Procedure

The title compound was prepared from 2-(7-Amino-8-methoxy-1,2,4,5-tetrahydro-3-benzazepin-3-yl)-ethanol 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 (0.058 g, 48%). MP: 194-199° C. 1H NMR (400 MHz, CDCl3, δ, ppm): 9.22 (s, 1H), 8.47 (d, 1H, J=8.8 Hz), 8.15 (s, 1H), 7.95 (s, 1H), 7.87-7.85 (m, 1H), 7.53-7.47 (m, 2H), 6.66 (s, 1H), 3.88 (s, 3H), 3.67-3.62 (m, 2H), 2.91-2.86 (m, 2H), 2.77 (s, 6H), 2.75-2.65 (m, 8H). MS: 581.14 (MH)+.

Sources & evidence

ORD record
ord-95ee643cfb724ed294094cde3546b981
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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