7-amino-1-methyl-4,5-dihydro-3,1-benzoxazepin-2(1H)-one → HCID 66829812, compound

HRID 1688076Notes

Reaction equation

HRID 1688076 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH3:12])[C:10](=[O:13])[O:9][CH2:8][CH2:7][C:6]=2[CH:14]=1.Cl[C:16]1[N:21]=[C:20]([NH:22][C@@H:23]([CH:27]([CH3:29])[CH3:28])[C:24]([NH2:26])=[O:25])[C:19]([Cl:30])=[CH:18][N:17]=1>>[Cl:30][C:19]1[C:20]([NH:22][C@@H:23]([CH:27]([CH3:29])[CH3:28])[C:24]([NH2:26])=[O:25])=[N:21][C:16]([NH:1][C:2]2[CH:3]=[CH:4][C:5]3[N:11]([CH3:12])[C:10](=[O:13])[O:9][CH2:8][CH2:7][C:6]=3[CH:14]=2)=[N:17][CH:18]=1

Participants

3

Reactant 2

HCID 580154687-amino-1-methyl-4,5-dihydro-3,1-benzoxazepin-2(1H)-oneHCID 87330279HCID 87330279, compound

Product 1

HCID 66829812HCID 66829812, compound

Procedure

Following a procedure analogous to Example 1742a, 2-amino-5-methyl-8,9-dihydro-5H-7-oxa-5-aza-benzocyclohepten-6-one and (S)-2-(2,5-dichloro-pyrimidin-4-ylamino)-3-methyl-butyramide were converted to (S)-2-[5-chloro-2-(5-methyl-6-oxo-5,6,8,9-tetrahydro-7-oxa-5-aza-benzocyclohepten-2-ylamino)-pyrimidin-4-ylamino]-3-methyl-butyramide, HCl salt: 1H NMR (300 MHz, CD3OD) δ 8.10 (s, 1H), 7.51 (dd, 1H), 7.39 (m, 2H), 4.52 (m, 3H), 3.41 (s, 3H), 3.11 (t, 2H), 2.32 (m, 1H), 1.08 (d, 3H), 1.02 (d, 3H); MS (m/e) 419 (M+1).

Sources & evidence

ORD record
ord-c8a117ec65704aed948e390af51cc5bb
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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