Acetic Acid → Carbonic acid 5-{(R)-(4-carbamimidoylphenylamino)-[2-fluoro-3-(2-hydroxyethoxy)-5-m ethoxyphenyl]methyl}-2-pyrimidin-2-yl-2H-[1,2,4]triazol-3-yloxymethyl ester 2-fluoro-1,1-dimethylethyl ester acetic acid salt

HRID 2089703

반응식

HRID 2089703 반응식
[F:1][CH2:2][C:3]([O:6][C:7](=[O:53])[O:8][CH2:9][O:10][C:11]1[N:12]([C:47]2[N:52]=[CH:51][CH:50]=[CH:49][N:48]=2)[N:13]=[C:14]([C@H:16]([NH:30][C:31]2[CH:36]=[CH:35][C:34]([C:37]([NH2:46])=[N:38]C(OCC(C)=C)=O)=[CH:33][CH:32]=2)[C:17]2[CH:22]=[C:21]([O:23][CH3:24])[CH:20]=[C:19]([O:25][CH2:26][CH2:27][OH:28])[C:18]=2[F:29])[N:15]=1)([CH3:5])[CH3:4].[C:54]([OH:57])(=[O:56])[CH3:55]>[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CN(C)C=O>[C:54]([OH:57])(=[O:56])[CH3:55].[F:1][CH2:2][C:3]([O:6][C:7](=[O:53])[O:8][CH2:9][O:10][C:11]1[N:12]([C:47]2[N:48]=[CH:49][CH:50]=[CH:51][N:52]=2)[N:13]=[C:14]([C@H:16]([NH:30][C:31]2[CH:36]=[CH:35][C:34]([C:37](=[NH:38])[NH2:46])=[CH:33][CH:32]=2)[C:17]2[CH:22]=[C:21]([O:23][CH3:24])[CH:20]=[C:19]([O:25][CH2:26][CH2:27][OH:28])[C:18]=2[F:29])[N:15]=1)([CH3:5])[CH3:4]

참가 물질

5

반응물 2

HCID 176Acetic AcidHCID 86677424Carbonic acid 5-{(R)-(4-{amino[2-methylallyloxycarbonylimino]methyl}phenylamino)-[2-fluoro-3-(2-hydroxyethoxy)-5-methoxyphenyl]methyl}-2-pyrimidin-2-yl-2H-[1,2,4]triazol-3-yloxymethyl ester 2-fluoro-1,1-dimethylethyl ester

생성물 1

HCID 86677422Carbonic acid 5-{(R)-(4-carbamimidoylphenylamino)-[2-fluoro-3-(2-hydroxyethoxy)-5-m ethoxyphenyl]methyl}-2-pyrimidin-2-yl-2H-[1,2,4]triazol-3-yloxymethyl ester 2-fluoro-1,1-dimethylethyl ester acetic acid salt

시약·촉매·용매 2

HCID 11979704Tetrakis(triphenylphosphine)palladium촉매HCID 6228Dimethylformamide용매

반응 조건

온도
45 °C

실험 절차

Under nitrogen atmosphere, to a mixture of carbonic acid 5-{(R)-(4-{amino-[2-methylallyloxycarbonylimino]methyl}phenylamino)-[2-fluoro-3-(2-hydroxyethoxy)-5-methoxyphenyl]methyl}-2-pyrimidin-2-yl-2H-[1,2,4]triazol-3-yloxymethyl ester 2-fluoro-1,1-dimethylethyl ester (Example 56b, 63.5 mg), acetic acid (49 μL) and N,N-dimethylformamide (0.70 ml), tetrakis(triphenylphosphine) palladium (0) (4.9 mg) was added, and the resulting mixture was stirred at 45° C. for 15 hours. After cooling the mixture to room temperature, the reaction solution containing the captioned compound was divided into 3 equal lots, and used for the following reactions.

후처리

  1. additionwas added
  2. temperatureAfter cooling the mixture to room temperature
  3. additionthe reaction solution containing the captioned compound

출처 및 근거

ORD 기록
ord-82ccc7894e414b3eb62068cda3a22475
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08436009B2

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