Hydrochloric Acid → (3-{[5-(4-Hydroxyphenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]amino}phenoxy)acetic acid

HRID 2189097노트

반응식

HRID 2189097 반응식
B(Br)(Br)Br.C[O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[C:21]3[C:20]([NH:22][C:23]4[CH:24]=[C:25]([CH:31]=[CH:32][CH:33]=4)[O:26][CH2:27][C:28]([OH:30])=[O:29])=[N:19][CH:18]=[N:17][C:16]=3[O:15][C:14]=2[C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)=[CH:9][CH:8]=1.Cl>ClCCl>[OH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[C:21]3[C:20]([NH:22][C:23]4[CH:24]=[C:25]([CH:31]=[CH:32][CH:33]=4)[O:26][CH2:27][C:28]([OH:30])=[O:29])=[N:19][CH:18]=[N:17][C:16]=3[O:15][C:14]=2[C:34]2[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=2)=[CH:9][CH:8]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 25134Boron tribromideHCID 582800653-{[5-(4-Methoxyphenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]amino}phenoxyacetic acid

생성물 1

HCID 25095119(3-{[5-(4-Hydroxyphenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]amino}phenoxy)acetic acid수율 77.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Add 109 mg (0.435 mmol) of boron tribromide at RT to a mixture of 170 mg (0.364 mmol) of 3-{[5-(4-methoxyphenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]amino}phenoxyacetic acid and 4.5 ml of dichloromethane. Stir the mixture at RT overnight and then hydrolyse with 1N hydrochloric acid. After adding dichloromethane, filter off the insoluble solid and dry overnight under high vacuum. 128.6 mg of the target compound are obtained, which can be purified further by recrystallization from isopropanol.

후처리

  1. filtrationfilter off the insoluble solid
  2. customdry overnight under high vacuum

출처 및 근거

ORD 기록
ord-778915560faa4c5ab532ae4257a78c25
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08324222B2

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