Triethylamine → Pyrimidine-5-carboxylic acid-{1-[4-(4-chloro-2-fluoro-phenoxy)-3-fluoro-benzylcarbamoyl]-cyclopropyl}-amide hydrochloride

HRID 1406331ノート

反応式

HRID 1406331 の反応式
C(N(CC)CC)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[Cl:30][C:31]1[CH:46]=[CH:45][C:34]([O:35][C:36]2[CH:43]=[CH:42][C:39]([CH2:40][NH2:41])=[CH:38][C:37]=2[F:44])=[C:33]([F:47])[CH:32]=1.[N:48]1[CH:53]=[C:52]([C:54]([NH:56][C:57]2([C:60](O)=[O:61])[CH2:59][CH2:58]2)=[O:55])[CH:51]=[N:50][CH:49]=1>O1CCCC1>[ClH:30].[Cl:30][C:31]1[CH:46]=[CH:45][C:34]([O:35][C:36]2[CH:43]=[CH:42][C:39]([CH2:40][NH:41][C:60]([C:57]3([NH:56][C:54]([C:52]4[CH:51]=[N:50][CH:49]=[N:48][CH:53]=4)=[O:55])[CH2:59][CH2:58]3)=[O:61])=[CH:38][C:37]=2[F:44])=[C:33]([F:47])[CH:32]=1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 584879074-(4-Chloro-2-fluoro-phenoxy)-3-fluoro-benzylamineHCID 594962911-[(Pyrimidine-5-carbonyl)-amino]cyclopropanecarboxylic acid

生成物 1

HCID 67447386Pyrimidine-5-carboxylic acid-{1-[4-(4-chloro-2-fluoro-phenoxy)-3-fluoro-benzylcarbamoyl]-cyclopropyl}-amide hydrochloride収率 56%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

0.5 mL (3.6 mmol) of triethylamine, 0.433 g (1.35 mmol) of TBTU and 325.5 mg (1.2 mmol) of 4-(4-chloro-2-fluoro-phenoxy)-3-fluoro-benzylamine were added to a solution of 250 mg (1.2 mmol) of 1-[(pyrimidine-5-carbonyl)-amino]-cyclopropanecarboxylic acid (from 1b) in 15 mL tetrahydrofuran and the mixture was stirred overnight at ambient temperature. Then the mixture was evaporated to dryness and the crude product thus obtained was purified by chromatography. The purified product was dissolved in approx. 4 mL ethyl acetate and the dropwise addition of ethereal hydrochloric acid solution caused the hydrochloride to precipitate out, which was then filtered off and dried.

後処理

  1. customThen the mixture was evaporated to dryness

出典と根拠

ORDレコード
ord-dc8f9206c31b4873a9152464f0952e6f
出典データセット
uspto-grants-2014_12
特許番号
US08916589B2

反応ノート

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