Tert-butyl 7-amino-4,5-dihydro-1H-benzo[D]azepine-3(2H)-carboxylate → HCID 59612405, compound

HRID 472585Notes

Reaction equation

HRID 472585 reaction equation
Cl[C:2]1[N:23]=[C:5]2[C:6]([C:10]3[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[CH:12][C:11]=3[O:20][CH2:21][CH3:22])=[CH:7][CH:8]=[CH:9][N:4]2[N:3]=1.[C:24]([O:28][C:29]([N:31]1[CH2:37][CH2:36][C:35]2[CH:38]=[CH:39][C:40]([NH2:42])=[CH:41][C:34]=2[CH2:33][CH2:32]1)=[O:30])([CH3:27])([CH3:26])[CH3:25]>>[C:24]([O:28][C:29]([N:31]1[CH2:37][CH2:36][C:35]2[CH:38]=[CH:39][C:40]([NH:42][C:2]3[N:23]=[C:5]4[C:6]([C:10]5[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[CH:12][C:11]=5[O:20][CH2:21][CH3:22])=[CH:7][CH:8]=[CH:9][N:4]4[N:3]=3)=[CH:41][C:34]=2[CH2:33][CH2:32]1)=[O:30])([CH3:27])([CH3:25])[CH3:26]

Participants

3

Reactant 2

HCID 11402789Tert-butyl 7-amino-4,5-dihydro-1H-benzo[D]azepine-3(2H)-carboxylateHCID 67481423HCID 67481423, compound

Product 1

HCID 59612405HCID 59612405, compound

Procedure

7-[8-(2-Ethoxy-5-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamino]-1,2,4,5-tetrahydro-3-benzazepine-3-carboxylic acid tert-butyl ester was prepared from 2-chloro-8-(2-ethoxy-5-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridine (0.640 g, 1.87 mmol) and 7-amino-1,2,4,5-tetrahydro-3-benzazepine-3-carboxylic acid tert-butyl ester (0.590 g, 2.25 mmol) in a manner analogous to Example 311b to give product (1.06 g, 99%). 1H NMR (400 MHz, (D3C)2SO, δ, ppm): 9.55 (s, 1H), 8.78 (d, 1H), 7.98 (s, 1H), 7.78 (d, 1H), 7.72 (d, 1H), 7.42 (m, 2H), 7.35 (d, 1H), 7.08 (t, 1H), 7.00 (d, 1H), 4.15 (q, 2H), 3.42 (m, 4H), 2.78 (m, 4H), 1.41 (s, 9H), 1.22 (t, 3H): MS=568 (MH)+.

Sources & evidence

ORD record
ord-9a1da25725084ecb99824823ba1be14a
Source dataset
uspto-grants-2014_01
Patent number
US08633173B2

Reaction notes

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