4-Methylnicotinic acid → (S)-6,6-Dimethyl-4-{(S)-2-[(4-methyl-pyridine-3-carbonyl)-amino]-propyl}-morpholine-3-carboxylic acid (6-chloro-9H-beta-carbolin-8-yl)-amide

HRID 552231

反応式

HRID 552231 の反応式
FC(F)(F)C(O)=O.[Cl:8][C:9]1[CH:10]=[C:11]2[C:19](=[C:20]([NH:22][C:23]([C@@H:25]3[CH2:30][O:29][C:28]([CH3:32])([CH3:31])[CH2:27][N:26]3[CH2:33][C@@H:34]([NH2:36])[CH3:35])=[O:24])[CH:21]=1)[NH:18][C:17]1[CH:16]=[N:15][CH:14]=[CH:13][C:12]2=1.[CH3:37][C:38]1[C:43]([C:44](O)=[O:45])=[CH:42][N:41]=[CH:40][CH:39]=1.C([O-])(=O)C.[NH4+]>>[Cl:8][C:9]1[CH:10]=[C:11]2[C:19](=[C:20]([NH:22][C:23]([C@@H:25]3[CH2:30][O:29][C:28]([CH3:31])([CH3:32])[CH2:27][N:26]3[CH2:33][C@@H:34]([NH:36][C:44]([C:43]3[CH:42]=[N:41][CH:40]=[CH:39][C:38]=3[CH3:37])=[O:45])[CH3:35])=[O:24])[CH:21]=1)[NH:18][C:17]1[CH:16]=[N:15][CH:14]=[CH:13][C:12]2=1

参加物

4

反応物 3

HCID 2291634-Methylnicotinic acidHCID 517165Ammonium AcetateHCID 67165199(s)-4-((s)-2-Amino-propyl)-6,6-dimethyl-morpholine-3-carboxylic acid (6-chloro-9h-beta-carbolin-8-yl)-amide trifluoroacetate salt

生成物 1

HCID 59277731(S)-6,6-Dimethyl-4-{(S)-2-[(4-methyl-pyridine-3-carbonyl)-amino]-propyl}-morpholine-3-carboxylic acid (6-chloro-9H-beta-carbolin-8-yl)-amide収率 79%

実験手順

The desired compound was prepared according to Method E from (S)-4-((S)-2-Amino-propyl)-6,6-dimethyl-morpholine-3-carboxylic acid (6-chloro-9H-beta-carbolin-8-yl)-amide trifluoroacetate salt and 4-methyl-nicotinic acid in 79% yield. 1H-NMR (300 MHz, DMSO-d6): δ 1.21 (s,3H), 1.22 (d,3H), 1.36 (s,3H), 2.10 (d,1H), 2.40 (m,1H), 2.62 (m,1H), 2.99 (d,1H), 3.22 (m,1H), 3.94 (m,2H), 4.23 (m,1H), 7.26 (d,1H), 7.90 (s,1H), 8.16 (d,1H), 8.23 (s,1H), 8.34-8.46 (m,3H), 9.02 (s,1H), 10.04 (s,1H), 11.27 (s,1H). Retention Time (LC, method: ammonium acetate standard): 2.22 min.

後処理

  1. custom2.22 min.

出典と根拠

ORDレコード
ord-bdd54de4fc714376a219a5518332de77
出典データセット
uspto-grants-2011_05
特許番号
US07951801B2

関連ノート

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