Trifluoroacetic acid → 1-(4-Chloro-2-(cyanomethoxy)phenyl)-N-(thiazol-2-YL)isoquinoline-6-sulfonamide 2,2,2-trifluoroacetate

HRID 1473589노트

반응식

HRID 1473589 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]3[C:12](=[CH:13][C:14]([S:18]([N:21](CC4C=CC(OC)=CC=4)[C:22]4[S:23][CH:24]=[CH:25][N:26]=4)(=[O:20])=[O:19])=[CH:15][CH:16]=3)[CH:11]=[CH:10][N:9]=2)=[C:4]([O:36][CH2:37][C:38]#[N:39])[CH:3]=1.[C:40]([OH:46])([C:42]([F:45])([F:44])[F:43])=[O:41]>C(Cl)Cl>[F:43][C:42]([F:45])([F:44])[C:40]([OH:46])=[O:41].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]3[C:12](=[CH:13][C:14]([S:18]([NH:21][C:22]4[S:23][CH:24]=[CH:25][N:26]=4)(=[O:19])=[O:20])=[CH:15][CH:16]=3)[CH:11]=[CH:10][N:9]=2)=[C:4]([O:36][CH2:37][C:38]#[N:39])[CH:3]=1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 866876501-(4-Chloro-2-(cyanomethoxy)phenyl)-N-(4-methoxybenzyl)-N-(thiazol-2-YL)isoquinoline-6-sulfonamide

생성물 1

HCID 866876511-(4-Chloro-2-(cyanomethoxy)phenyl)-N-(thiazol-2-YL)isoquinoline-6-sulfonamide 2,2,2-trifluoroacetate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To the light brown crude oil from Step 2 was added DCM (3 ml) and TFA (1 ml) and the mixture stirred at room temperature for 30 min affording PMB deprotection. The mixture was dried under reduced pressure and purified using basic, then acidic conditions, respectively affording product (16 mg, 16%). 1H NMR (400 MHz, DMSO-d6) δ=12.91 (br. s., 1H), 8.69 (d, J=5.8 Hz, 1H), 8.56 (d, J=1.9 Hz, 1H), 8.14 (d, J=5.2 Hz, 1H), 7.86 (dd, J=1.9, 8.9 Hz, 1H), 7.71 (d, J=8.9 Hz, 1H), 7.54 (d, J=1.9 Hz, 1H), 7.45 (d, J=8.1 Hz, 1H), 7.34 (dd, J=1.9, 8.1 Hz, 1H), 7.28 (d, J=4.6 Hz, 1H), 6.87 (d, J=4.6 Hz, 1H), 5.16 (d, J=1.0 Hz, 2H). m/z (ESI) 457.0 (M+H)+

후처리

  1. customaffording PMB deprotection
  2. customThe mixture was dried under reduced pressure
  3. custompurified

출처 및 근거

ORD 기록
ord-6a577c850259473eb90bbb4f02a2c1e8
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09012443B2

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