3-Cyanobenzene-1-sulfonamide → HCID 59495634、化合物

HRID 219991

反応式

HRID 219991 の反応式
[NH2:1][S:2]([C:5]1[CH:6]=[C:7]([C:11](=[N:13][OH:14])[NH2:12])[CH:8]=[CH:9][CH:10]=1)(=[O:4])=[O:3].C(C1C=C(S(N)(=O)=O)C=CC=1)#N.[CH3:27][O:28][CH2:29][C:30]1[CH:35]=[C:34]([C:36](O)=O)[CH:33]=[CH:32][C:31]=1[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][C:40]=1[CH3:45]>>[CH3:27][O:28][CH2:29][C:30]1[CH:35]=[C:34]([C:36]2[O:14][N:13]=[C:11]([C:7]3[CH:6]=[C:5]([S:2]([NH2:1])(=[O:4])=[O:3])[CH:10]=[CH:9][CH:8]=3)[N:12]=2)[CH:33]=[CH:32][C:31]=1[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][C:40]=1[CH3:45]

参加物

4

反応物 3

HCID 28087183-Cyanobenzene-1-sulfonamideHCID 594958222-(Methoxymethyl)-2'-methylbiphenyl-4-carboxylic acidHCID 72336831HCID 72336831、化合物

生成物 1

HCID 59495634HCID 59495634、化合物

実験手順

The title compound was obtained following procedure and work up described for example 107, step 1, but starting from 3-(aminosulfonyl)-N′-hydroxybenzenecarboximidamide, prepared as described in WO 2006/013104 A1 from 3-cyanobenzene-1-sulfonamide (Maybridge; GK 03054), (1.50 g; 6.97 mmol) and Intermediate 28 (1.79 g; 6.97 mmol), followed by a recrystallization from DCM gave the title compound as a white powder. 1H NMR (DMSO-d6, 300 MHz) δ 8.58-8.57 (m, 1H), 8.35-8.32 (m, 2H), 8.20-8.17 (m, 1H), 8.08-8.05 (m, 1H), 7.83 (t, J=7.8 Hz, 1H), 7.59 (bs, 2H), 7.43 (d, J=8 Hz, 1H), 7.36-7.27 (m, 3H), 7.16-7.13 (m, 1H), 4.23 (d, J=12.6 Hz, 1H), 4.16 (d, J=12.6 Hz, 1H), 3.25 (s, 3H), 2.03 (s, 3H). LC/MS (Method B): 436.3 (M+H)+. HPLC (Method A) Rt 5.37 min (purity: 99.6%).

後処理

  1. customprepared
  2. customfollowed by a recrystallization from DCM

出典と根拠

ORDレコード
ord-db57906366e34b25a94c4276eba007ca
出典データセット
uspto-grants-2012_06
特許番号
US08202865B2

関連ノート

読み込み中…