Phosphoric Acid → 4-[1-(1-methyl-2-{4-[(1-methyl-1H-pyrazol-3-yl)sulfonyl]piperazin-1-yl}ethyl)-1H-pyrazol-4-yl]-7H-pyrrolo[2,3-d]pyrirnidine phosphoric acid salt

HRID 1772782노트

반응식

HRID 1772782 반응식
[CH3:1][CH:2]([N:19]1[CH:23]=[C:22]([C:24]2[C:25]3[CH:32]=[CH:31][NH:30][C:26]=3[N:27]=[CH:28][N:29]=2)[CH:21]=[N:20]1)[CH2:3][N:4]1[CH2:9][CH2:8][N:7]([S:10]([C:13]2[CH:17]=[CH:16][N:15]([CH3:18])[N:14]=2)(=[O:12])=[O:11])[CH2:6][CH2:5]1.[P:33](=[O:37])([OH:36])([OH:35])[OH:34]>C(O)(C)C>[P:33](=[O:34])([OH:37])([OH:36])[OH:35].[CH3:1][CH:2]([N:19]1[CH:23]=[C:22]([C:24]2[C:25]3[CH:32]=[CH:31][NH:30][C:26]=3[N:27]=[CH:28][N:29]=2)[CH:21]=[N:20]1)[CH2:3][N:4]1[CH2:5][CH2:6][N:7]([S:10]([C:13]2[CH:17]=[CH:16][N:15]([CH3:18])[N:14]=2)(=[O:12])=[O:11])[CH2:8][CH2:9]1

참가 물질

4

반응물 2

HCID 1004Phosphoric AcidHCID 581809464-[1-(1-methyl-2-{4-[(1-methyl-1H-pyrazol-3-yl)sulfonyl]piperazin-1-yl}ethyl)-1H-pyrazol-4-yl]-7H-pyrrolo[2,3-d]pyrimidine

생성물 1

HCID 670548834-[1-(1-methyl-2-{4-[(1-methyl-1H-pyrazol-3-yl)sulfonyl]piperazin-1-yl}ethyl)-1H-pyrazol-4-yl]-7H-pyrrolo[2,3-d]pyrirnidine phosphoric acid salt수율 74.9%

시약·촉매·용매 1

HCID 3776Isopropanol용매2회

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온도
60 °C

실험 절차

A suspension of 4-[1-(1-methyl-2-{4-[(1-methyl-1H-pyrazol-3-yl)sulfonyl]piperazin-1-yl}ethyl)-1H-pyrazol-4-yl]-7H-pyrrolo[2,3-d]pyrimidine (0.165 g, 0.362 mmol) in isopropyl alcohol (60 mL) was heated at 60° C. until becoming clear. Phosphoric acid (0.0373 g, 0.373 mmol) in isopropyl alcohol (1.0 mL) was added to the solution at 60° C. The solution was cooled down but no precipitation formed. Solvents were reduced in vacuo until white solid precipitated and held at RT for 30 min. The solid was filtered off, air dried, rinsed with some Et2O and again air dried to give a phosphoric acid salt (150 mg, 74.8%). The number of phosphoric acids in the salt was not determined. LCMS calculated for C20H26N9O2S(M+H)+: m/z=456.2 (free base); Found: 456.4. 1H NMR (400 MHz, DMSO-d6): δ 8.62 (1H, s), 8.59 (1H, s), 8.22 (1H, s), 7.86 (1H, d, J=2.2 Hz), 7.54 (1H, d, J=3.6 Hz), 6.91 (1H, d, J=3.6 Hz), 6.58 (1H, d, J=2.2 Hz), 4.63 (1H, m), 3.82 (3H, s), 2.85˜2.78 (5H, m), 2.61˜2.54 (3H, m), 2.36 (2H, m), 1.40 (3H, d, J=6.4 Hz) ppm.

후처리

  1. temperatureThe solution was cooled down
  2. customno precipitation
  3. customformed
  4. customprecipitated
  5. filtrationThe solid was filtered off
  6. customair dried
  7. washrinsed with some Et2O and again air
  8. customdried

출처 및 근거

ORD 기록
ord-efe62f40f2204eaeb53f5e2c0f929fed
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09249145B2

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