HCID 67265137, compound → HCID 67264216, compound

HRID 1041209Notes

Reaction equation

HRID 1041209 reaction equation
[CH3:1][O:2][C:3]1[C:8]2[CH2:9][CH2:10][CH2:11][CH:12]([N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)[CH2:13][C:7]=2[CH:6]=[CH:5][C:4]=1[NH2:20].Cl[C:22]1[N:27]=[C:26]([NH:28][C:29]2[CH:34]=[CH:33][C:32]([N:35]3[CH2:40][CH2:39][O:38][CH2:37][CH2:36]3)=[CH:31][C:30]=2[O:41][CH3:42])[C:25]([Cl:43])=[CH:24][N:23]=1>>[Cl:43][C:25]1[C:26]([NH:28][C:29]2[CH:34]=[CH:33][C:32]([N:35]3[CH2:36][CH2:37][O:38][CH2:39][CH2:40]3)=[CH:31][C:30]=2[O:41][CH3:42])=[N:27][C:22]([NH:20][C:4]2[CH:5]=[CH:6][C:7]3[CH2:13][CH:12]([N:14]4[CH2:19][CH2:18][O:17][CH2:16][CH2:15]4)[CH2:11][CH2:10][CH2:9][C:8]=3[C:3]=2[O:2][CH3:1])=[N:23][CH:24]=1

Participants

3

Reactant 2

HCID 67265137HCID 67265137, compoundHCID 86633851(2,5-Dichloropyrimidin-4-yl)-(2-methoxy-4-morpholin-4-yl-phenyl)-amine

Product 1

HCID 67264216HCID 67264216, compound

Procedure

The title compound was prepared from 1-methoxy-6-morpholin-4-yl-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-ylamine (50 mg, 0.2 mmol) and (2,5-dichloropyrimidin-4-yl)-(2-methoxy-4-morpholin-4-yl-phenyl)-amine (64 mg, 0.18 mmol) in an analogous manner to Example 946 to afford a white foam (95 mg, 88%). Mp: 122-4° C. LCMS (m/e) 595 (M+1); 1H-NMR (CDCl3, 400 MHz) δ 8.28 (d, J=9 Hz, 1H), 8.10 (m, 2H), 7.58 (s, 1H), 7.40 (s, 1H), 6.91 (d, J=9 Hz, 1H), 3.94 (s, 6H), 3.75 (m, 7H), 3.22 (m, 5H), 2.90 (m, 2H), 2.70 (m, 2H), 2.60 (m, 2H), 2.40 (m, 2H), 2.11 (m, 2H), 1.79 (m, 2H), 1.37 (m, 1H).

Sources & evidence

ORD record
ord-e14386d0e2de4dcea6d8fb6fe7e02621
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

Loading…