Hydrochloric Acid → Mirabegron

HRID 1014068ノート

反応式

HRID 1014068 の反応式
Cl.[NH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][NH:11][CH2:12][C@@H:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[OH:14])=[CH:5][CH:4]=1.[NH2:21][C:22]1[S:23][CH:24]=[C:25]([CH2:27][C:28](O)=[O:29])[N:26]=1.Cl.Cl.CN(C)CCCN=C=NCC.[OH-].[Na+]>O>[NH2:21][C:22]1[S:23][CH:24]=[C:25]([CH2:27][C:28]([NH:2][C:3]2[CH:4]=[CH:5][C:6]([CH2:9][CH2:10][NH:11][CH2:12][C@H:13]([OH:14])[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)=[CH:7][CH:8]=2)=[O:29])[N:26]=1

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 34665(2-Amino-1,3-thiazol-4-yl)acetic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 529530072-((4-Aminophenethyl)amino)-1-phenylethanol hydrochloride, (R)-

生成物 1

HCID 9865528Mirabegron

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

To a mixed solution of 13.50 kg of (R)-2-[[2-(4-aminophenyl)ethyl]amino]-1-phenylethanol monohydrochloride, 7.29 kg of 2-aminothiazol-4-yl-acetic acid, 4.46 kg of concentrated hydrochloric acid and 270 L of water, 9.73 kg of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide monohydrochloride (EDC) was added at 15° C., and the mixture was stirred for one hour. A mixed solution of 4.10 kg of sodium hydroxide and 110 L of water was dropped in the reaction solution, thereby undergoing crystallization. A generated crystal was collected by filtration and washed with water to obtain 26.2 kg of a wet cake of the β-form crystal of (R)-2-(2-aminothiazol-4-yl)-4′-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide. This crystal was used for recrystallization as it was in the wet state.

後処理

  1. customcrystallization
  2. filtrationA generated crystal was collected by filtration
  3. washwashed with water

出典と根拠

ORDレコード
ord-13ef43e0f1354d55a249536be3f2cc2a
出典データセット
uspto-grants-2011_07
特許番号
US07982049B2

反応ノート

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