HCID 56954392, compound → HCID 67264712, compound

HRID 1041505Notes

Reaction equation

HRID 1041505 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][C@H:9]2[C@H:14]3[CH2:15][C@H:11]([CH:12]=[CH:13]3)[C@H:10]2[C:16]([NH2:18])=[O:17])[C:5]([Cl:19])=[CH:4][N:3]=1.[NH2:20][C:21]1[C:22]([O:34][CH3:35])=[CH:23][C:24]2[N:30]([CH3:31])[C:29](=[O:32])[O:28][CH2:27][CH2:26][C:25]=2[CH:33]=1>>[Cl:19][C:5]1[C:6]([NH:8][C@H:9]2[C@H:14]3[CH2:15][C@H:11]([CH:12]=[CH:13]3)[C@H:10]2[C:16]([NH2:18])=[O:17])=[N:7][C:2]([NH:20][C:21]2[C:22]([O:34][CH3:35])=[CH:23][C:24]3[N:30]([CH3:31])[C:29](=[O:32])[O:28][CH2:27][CH2:26][C:25]=3[CH:33]=2)=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 56954392HCID 56954392, compoundHCID 672646482-Amino-3-methoxy-5-methyl-8,9-dihydro-5H-7-oxa-5-aza-benzocyclohepten-6-one

Product 1

HCID 67264712HCID 67264712, compoundYield 72%

Procedure

In an analogous manner to Example 1503, the product was prepared from (1R,2R,3S,4S)-3-(2,5-Dichloro-pyrimidin-4-ylamino)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide and 2-Amino-3-methoxy-5-methyl-8,9-dihydro-5H-7-oxa-5-aza-benzocyclohepten-6-one. Product isolated as a light grey solid (70 mg, 72%). mp: 168-170° C., MS (ESI+): 485 (M+H), 1H-NMR (CDCl3, 400 MHz) δ 8.03 (s, 1H), 7.96 (s, 1H), 7.75 (br s, 1H), 7.72 (s, 2H), 7.25 (s, 1H), 7.01 (s, 1H), 6.34 (br s, 1H), 6.19 (br s, 1H), 4.34 (t, 2H), 4.12 (t, 1H), 3.87 (s, 3H), 3.30 (s, 4H), 2.86 (s, 3H), 2.73 (s, 1H), 2.10 (d, 1H), 1.4 (d, 1H).

Sources & evidence

ORD record
ord-10309302371848769d32277a4539d6bb
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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