Hydrochloric Acid → 4-(Benzyloxy)-1-(10-methyl-5,6,7,8,9,10-hexahydropyrido[3',2':4,5]pyrrolo[3,2-c]azepin-2-yl)pyridin-2(1H)-one hydrochloride

HRID 474990ノート

反応式

HRID 474990 の反応式
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][N:12]([C:15]2[CH:16]=[CH:17][C:18]3[C:22]4[CH2:23][N:24](C(OC(C)(C)C)=O)[CH2:25][CH2:26][CH2:27][C:21]=4[N:20]([CH3:35])[C:19]=3[N:36]=2)[C:11](=[O:37])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:38]>CO>[ClH:38].[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][N:12]([C:15]2[CH:16]=[CH:17][C:18]3[C:22]4[CH2:23][NH:24][CH2:25][CH2:26][CH2:27][C:21]=4[N:20]([CH3:35])[C:19]=3[N:36]=2)[C:11](=[O:37])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 313Hydrochloric Acid2 回HCID 66869329tert-Butyl 2-(4-(benzyloxy)-2-oxopyridin-1(2H)-yl)-10-methyl-7,8,9,10-tetrahydropyrido[3',2':4,5]pyrrolo[3,2-c]azepine-6(5H)-carboxylate

生成物 1

HCID 668737564-(Benzyloxy)-1-(10-methyl-5,6,7,8,9,10-hexahydropyrido[3',2':4,5]pyrrolo[3,2-c]azepin-2-yl)pyridin-2(1H)-one hydrochloride

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

A solution of tert-butyl 2-(4-(benzyloxy)-2-oxopyridin-1(2H)-yl)-10-methyl-7,8,9,10-tetrahydropyrido[3′,2′:4,5]pyrrolo[3,2-c]azepine-6(5H)-carboxylate (140 mg, 0.028 mmol) in 1.25 M HCl in MeOH (6.0 mL) was stirred under N2 at ambient temperature for 18 h. Additional 1.25 M HCl in MeOH was added, and the solution was stirred at ambient temperature for 18 h. The solution was concentrated to dryness to yield the title compound (130 mg, quant.) as a light-yellow powder: mp 328-332° C.; 1H NMR (500 MHz, DMSO-d6) δ 9.20 (s, 2H), 8.16 (d, J=8.0 Hz, 1H), 7.81 (d, J=8.0 Hz, 1H), 7.48-7.41 (m, 4H), 7.38-7.34 (m, 2H), 6.17 (dd, J=7.5, 2.5 Hz, 1H), 5.98 (d, J=2.5 Hz, 1H), 5.17 (s, 2H), 4.46 (s, 2H), 3.75 (s, 3H), 3.44-3.43 (m, 2H), 3.14-3.12 (m, 2H), 2.09-2.07 (m, 2H); ESI MS m/z 401 [M+H]+; HPLC (Method A)>99% (AUC), tR=13.3 min.

後処理

  1. concentrationThe solution was concentrated to dryness

出典と根拠

ORDレコード
ord-1242135680e4496889d271650e407595
出典データセット
uspto-grants-2014_01
特許番号
US08637501B2

反応ノート

読み込み中…