Hydrochloric Acid → (4-Chlorophenyl)(5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)methanamine bishydrochloride

反応式

C(OC([NH:8][CH:9]([C:26]1[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=1)[C:10]1[N:14]2[CH2:15][CH2:16][N:17](C(OC(C)(C)C)=O)[CH2:18][C:13]2=[N:12][N:11]=1)=O)(C)(C)C.CO.[ClH:35]>>[ClH:32].[ClH:35].[Cl:32][C:29]1[CH:30]=[CH:31][C:26]([CH:9]([C:10]2[N:14]3[CH2:15][CH2:16][NH:17][CH2:18][C:13]3=[N:12][N:11]=2)[NH2:8])=[CH:27][CH:28]=1

参加物

反応物 3

HCID 313Hydrochloric Acid

HCID 887Methanol

HCID 67438472HCID 67438472、化合物

生成物 1

HCID 67436165(4-Chlorophenyl)(5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)methanamine bishydrochloride収率 99%

実験手順

A solution of tert-butyl 3-((tert-butoxycarbonylamino)(4-chlorophenyl)methyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-carboxylate (0.652 g, 1.41 mmol) in MeOH (7.03 mL, 1.41 mmol) was saturated with HCl (g). The reaction mixture was stirred at room temperature for 30 minutes and then concentrated in vacuo to afford (4-chlorophenyl)(5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)methanamine bishydrochloride as a foam (0.47 g, 99%). LCMS (APCI+) M+H+: 264 (50%), 266 (10%), 267 (3%); rt=1.76 minutes. 1H NMR (400 MHz, d6-DMSO) δ □10.62 (s, 1H), 10.18 (s, 1H), 9.43 (s, 3H), 7.57 (d, J=8.6 Hz, 2H), 7.53 (d, J=8.6 Hz, 2H), 6.13 (m, 1H), 4.51 (m, 2H), 4.44 (m, 1H), 3.56 (m, 3H).

後処理

concentrationconcentrated in vacuo

出典と根拠

ORDレコード: ord-bc34a3c2632b4892af730dbbbd08f629
出典データセット: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08895566B2

反応ノート

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