1-Methoxy-7-morpholin-4-yl-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-ylamine → 2-([5-[5-Chloro-2-(1-methoxy-7-morpholin-4-yl-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-ylamino)-pyrimidin-4-ylamino]-2-fluoro-benzyl]-ethylamino)-ethanol

HRID 1687362Notes

Reaction equation

HRID 1687362 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:10]=[CH:11][C:12]([F:22])=[C:13]([CH:21]=2)[CH2:14][N:15]([CH2:19][CH3:20])[CH2:16][CH2:17][OH:18])[C:5]([Cl:23])=[CH:4][N:3]=1.[CH3:24][O:25][C:26]1[C:31]2[CH2:32][CH2:33][CH:34]([N:37]3[CH2:42][CH2:41][O:40][CH2:39][CH2:38]3)[CH2:35][CH2:36][C:30]=2[CH:29]=[CH:28][C:27]=1[NH2:43]>>[Cl:23][C:5]1[C:6]([NH:8][C:9]2[CH:10]=[CH:11][C:12]([F:22])=[C:13]([CH:21]=2)[CH2:14][N:15]([CH2:19][CH3:20])[CH2:16][CH2:17][OH:18])=[N:7][C:2]([NH:43][C:27]2[CH:28]=[CH:29][C:30]3[CH2:36][CH2:35][CH:34]([N:37]4[CH2:42][CH2:41][O:40][CH2:39][CH2:38]4)[CH2:33][CH2:32][C:31]=3[C:26]=2[O:25][CH3:24])=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 575226211-Methoxy-7-morpholin-4-yl-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-ylamineHCID 866339122-{[5-(2,5-Dichloro-pyrimidin-4-ylamino)-2-fluoro-benzyl]-ethyl-amino]-ethanol

Product 1

HCID 668299712-([5-[5-Chloro-2-(1-methoxy-7-morpholin-4-yl-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-ylamino)-pyrimidin-4-ylamino]-2-fluoro-benzyl]-ethylamino)-ethanol

Procedure

The title compound was prepared from 2-{[5-(2,5-Dichloro-pyrimidin-4-ylamino)-2-fluoro-benzyl]-ethyl-amino}-ethanol and 1-Methoxy-7-morpholin-4-yl-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-ylamine in an analogous manner to example 730 (0.042 g, 34%). Mp 81-83° C.; LCMS (m/e) 599 (M); 1H-NMR (DMSO, 400 MHz) δ 8.88 (s, 1H), 8.10 (s, 1H), 7.87 (s, 1H), 7.61-7.60 (d, 1H, J=5.56 Hz), 7.57-7.55 (d, 2H, J=8.33 Hz), 7.08-7.03 (t, 1H, J=9.09 Hz), 6.76-6.73 (d, 1H, J=8.59 Hz), 4.28 (t, 1H, J=5.00 Hz), 3.59-3.58 (d, 6H, J=4.55 Hz), 3.55-3.41 (s, 2H), 3.46-3.41 (q, 2H, J=6.82 Hz), 3.19-3.13 (m, 1H), 2.76-2.67 (m, 1H), 2.61-2.55 (t, 2H, J=11.37 Hz), 2.46 (s, 6H), 2.36-2.29 (t, 1H, J=12.12 Hz), 2.08-1.97 (m, 2H), 1.31-1.23 (m, 2H), 0.97-0.93 (t, 3H, J=7.07 Hz).

Sources & evidence

ORD record
ord-2ea3f654bf6f49e1968f249e2e465c11
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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