Isopropylamine → HCID 57329859、化合物

HRID 2365240ノート

反応式

HRID 2365240 の反応式
[CH3:1][C:2]1[N:3]=[C:4](/[CH:10]=[CH:11]/[C:12]2[N:13]([CH3:23])[N:14]=[N:15][C:16]=2[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=2)[S:5][C:6]=1[C:7]([OH:9])=O.CN(C(O[N:32]1N=N[C:34]2C=CC=[CH:38][C:33]1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C.C(N)(C)C>CN(C=O)C>[CH:33]([NH:32][C:7]([C:6]1[S:5][C:4](/[CH:10]=[CH:11]/[C:12]2[N:13]([CH3:23])[N:14]=[N:15][C:16]=2[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=2)=[N:3][C:2]=1[CH3:1])=[O:9])([CH3:38])[CH3:34]

参加物

6

反応物 4

HCID 6363IsopropylamineHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 67496730HCID 67496730、化合物

生成物 1

HCID 57329859HCID 57329859、化合物収率 57.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 4-methyl-2-[(E)-2-(3-methyl-5-pyridin-2-yl-3H-[1,2,3]triazol-4-yl)-vinyl]-thiazole-5-carboxylic acid (56 mg, 0.17 mmol) and TBTU (60 mg, 0.19 mmol) in DMF (0.9 mL) was added DIPEA (146 μL, 0.86 mmol). Then isopropylamine (16 μL, 0.24 mmol) was added and the mixture was stirred at room temperature under Ar for 1 h. The mixture was then evaporated and purification by chromatography (silica, 1 to 10% methanol in dichloromethane) afforded the title compound (36 mg, 57%) as a light yellow solid after recrystallisation from methanol-water. MS: m/e=369.2 [M+H]+.

後処理

  1. customThe mixture was then evaporated
  2. custompurification by chromatography (silica, 1 to 10% methanol in dichloromethane)

出典と根拠

ORDレコード
ord-991cf631ab694b59aa7a81a4d3153f2f
出典データセット
uspto-grants-2014_04
特許番号
US08697696B2

反応ノート

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