Trifluoroacetic acid → HCID 67108619、化合物

HRID 1432956ノート

反応式

HRID 1432956 の反応式
F[C:2](F)(F)[C:3]([OH:5])=O.C(OC([N:15]1[C:23]2[CH:22]=[CH:21][N:20]=[CH:19][C:18]=2[CH:17]=[C:16]1[CH2:24][N:25]1[C:30](=[O:31])[CH2:29][N:28]([S:32]([CH:35]=[CH:36][C:37]2[S:38][C:39]([Cl:42])=[CH:40][CH:41]=2)(=[O:34])=[O:33])C[CH:26]1CO)=O)(C)(C)C>C(Cl)Cl>[Cl:42][C:39]1[S:38][C:37]([CH:36]=[CH:35][S:32]([N:28]2[CH:2]([CH2:3][OH:5])[CH2:26][N:25]([CH2:24][C:16]3[NH:15][C:23]4[CH:22]=[CH:21][N:20]=[CH:19][C:18]=4[CH:17]=3)[C:30](=[O:31])[CH2:29]2)(=[O:34])=[O:33])=[CH:41][CH:40]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 54519295HCID 54519295、化合物

生成物 1

HCID 67108619HCID 67108619、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Trifluoroacetic acid (1.8 mL) is added to a solution of 2-{4-[2-(5-chloro-thiophen-2-yl)-ethenesulfonyl]-2-(±)-hydroxymethyl-6-oxo-piperazin-1-ylmethyl}-pyrrolo[3,2-c]pyridine-1-carboxylic acid tert-butyl ester (0.04 g) in CH2Cl2 (4.2 mL) at RT. The reaction mixture is stirred for 4 h then concentrated in vacuo. The title compound is purified by RP-HPLC eluting in a gradient of 10% CH3CN/H2O (0.1% TFA) to 100% CH3CN and lyophilizing the appropriate product fractions. 1H NMR (DMSO-d6, 300 MHz) δ9.10 (s, 1H), 8.46 (d, 1H), 7.82 (d, 1H), 7.50 (d, 1H) 7.43 (d, 1H), 7.14 (d, 1H), 7.01 (d, 1H), 6.94 (s, 1H), 5.12 (bs, 1H), 4.80 (AB, 2H), 3.98 (d, 2H0, 3.90 (m, 1H), 3.40-3.50 (m, 4H). APCI MS, [M+H]+=467, 469.

後処理

  1. concentrationthen concentrated in vacuo
  2. customThe title compound is purified by RP-HPLC
  3. washeluting in a gradient of 10% CH3CN/H2O (0.1% TFA) to 100% CH3CN

出典と根拠

ORDレコード
ord-b514ac8644d34422bbb7d06e525b0f7f
出典データセット
uspto-grants-2009_11
特許番号
US07612075B2

反応ノート

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