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

HRID 2189097ノート

反応式

HRID 2189097 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-778915560faa4c5ab532ae4257a78c25
出典データセット
uspto-grants-2012_12
特許番号
US08324222B2

反応ノート

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