HCID 57522618, compound → HCID 67263482, compound

HRID 1041520Notes

Reaction equation

HRID 1041520 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:40]([O:41][CH3:42])=[CH:39][C:24]2[CH2:25][CH2:26][N:27]([CH2:30][C:31]([N:33]3[CH2:38][CH2:37][O:36][CH2:35][CH2:34]3)=[O:32])[CH2:28][CH2:29][C:23]=2[CH:22]=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:40]([O:41][CH3:42])=[CH:39][C:24]3[CH2:25][CH2:26][N:27]([CH2:30][C:31]([N:33]4[CH2:38][CH2:37][O:36][CH2:35][CH2:34]4)=[O:32])[CH2:28][CH2:29][C:23]=3[CH:22]=2)=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 57522618HCID 57522618, compoundHCID 67264427HCID 67264427, compound

Product 1

HCID 67263482HCID 67263482, compoundYield 20%

Procedure

In an analogous manner to Example 1503, the product was prepared from (1S,2S,3R,4R)-3-(2,5-Dichloro-pyrimidin-4-ylamino)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide and 2-(7-Amino-8-methoxy-1,2,4,5-tetrahydro-3-benzazepin-3-yl)-1-morpholin-4-yl-ethanone. Product was isolated as a white solid (20 mg, 20%). mp: 163° C. (125 soft), MS (ESI+): 582.5 (M+H), 1H-NMR (CDCl3, 400 MHz) δ 8.21 (s, 1H), 7.91 (s, 1H), 7.42 (s, 1H), 6.65 (s, 1H), 6.57 (d, J=8 Hz, 1H), 6.33 (s, 2H), 5.56 (s, 1H), 5.28 (s, 1H), 4.46 (t, J=8 Hz, 1H), 3.89 (s, 3H), 3.74-3.67 (m, 9H), 3.30 (s, 2H), 3.09 (s, 1H), 2.89 (m, 6H), 2.69 (m, 5H), 2.53 (d, J=7 Hz, 1H), 2.28 (d, J=7 Hz, 1H), 1.67 (d, J=7 Hz, 1H).

Sources & evidence

ORD record
ord-27d8876472724087829682c63088740b
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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