Pteridine → 6,7-Bis(3-hydroxyphenyl)-pteridine-2,4-diamine methanesulfonate salt

HRID 1272465노트

반응식

HRID 1272465 반응식
[OH:1][C:2]1[CH:3]=[C:4]([C:8]2[N:9]=[C:10]3[C:15](=[N:16][C:17]=2[C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([OH:24])[CH:19]=2)[N:14]=[C:13]([NH2:25])[N:12]=[C:11]3[NH2:26])[CH:5]=[CH:6][CH:7]=1.[CH3:27][S:28]([OH:31])(=[O:30])=[O:29].N1C2C(=NC=CN=2)C=NC=1.C(OCC)C>CO>[CH3:27][S:28]([OH:31])(=[O:30])=[O:29].[OH:1][C:2]1[CH:3]=[C:4]([C:8]2[N:9]=[C:10]3[C:15](=[N:16][C:17]=2[C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([OH:24])[CH:19]=2)[N:14]=[C:13]([NH2:25])[N:12]=[C:11]3[NH2:26])[CH:5]=[CH:6][CH:7]=1

참가 물질

6

반응물 4

HCID 1043PteridineHCID 3283Diethyl EtherHCID 6395Methanesulfonic AcidHCID 10427712TG-100115

생성물 1

HCID 865941376,7-Bis(3-hydroxyphenyl)-pteridine-2,4-diamine methanesulfonate salt수율 99.1%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

2.66 g (7.68 mmol) of 6,7-bis(3-hydroxyphenyl)-pteridine-2,4-diamine was added to a solution of 1.55 g (16.13 mmol) of methanesulfonic acid in 20 mL of MeOH with stirring. Pteridine immediately dissolved to give a dark-greenish solution. The reaction mixture was stirred for 30 min and then added dropwise to 400 mL of diethyl ether with vigorous stirring. The formed yellow precipitate was collected, washed repeatedly with ether and dried in vacuo to give 3.36 g (99.1% yield) of the product as a light-yellow powder. 95.5% purity by LC/MS (230 DAD). Mass-spec [ES+]=347. 1H NMR (MeOH-d4) 2.71 (3H, s), 6.80–6.85 (2H, m), 6.90–6.92 (2H, m), 6.95 (1H, m), 7.00 (1H, m), 7.12–7.16 (2H, m).

후처리

  1. customto give a dark-greenish solution
  2. stirringThe reaction mixture was stirred for 30 min
  3. customThe formed yellow precipitate was collected
  4. washwashed repeatedly with ether
  5. customdried in vacuo

출처 및 근거

ORD 기록
ord-f57eab96093c4b799abdab9fa327cc7b
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07208493B2

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