Hydrochloric Acid → HCID 86761075, compound

HRID 639995Notes

Reaction equation

HRID 639995 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[NH:9][C:10](=[O:35])[CH2:11][N:12]1[CH:16]=[C:15]([NH:17][C:18]2[C:27]3[C:22](=[CH:23][C:24]([O:28][CH2:29][CH:30](OC)[O:31]C)=[CH:25][CH:26]=3)[N:21]=[CH:20][N:19]=2)[CH:14]=[N:13]1.Cl>O1CCCC1>[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[NH:9][C:10](=[O:35])[CH2:11][N:12]1[CH:16]=[C:15]([NH:17][C:18]2[C:27]3[C:22](=[CH:23][C:24]([O:28][CH2:29][CH:30]=[O:31])=[CH:25][CH:26]=3)[N:21]=[CH:20][N:19]=2)[CH:14]=[N:13]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 11167627HCID 11167627, compound

Product 1

HCID 86761075HCID 86761075, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of N-(2,3-difluorophenyl)-2-(4-{[7-(2,2-dimethoxyethoxy)quinazolin-4-yl]amino}-1H-pyrazol-1-yl)acetamide (0.104 g, 0.21 mmol) in a dilute solution of hydrochloric acid (1M, 1 ml) and tetrahydrofuran (5 ml) was heated at reflux for 10 hours. The mixture was allowed to cool to room temperature and was then filtered. The filtered solid was triturated with tetrahydrofuran and then dried under vaccum to give N-(2,3-difluorophenyl)-2-(4-{[7-(2-oxoethoxy)quinazolin-4-yl]amino}-1H-pyrazol-1-yl)acetamide as an approximate 1:1 mixture of aldehyde:hemiacetal (0.080 g, 87% yield) which was used in the next step without further purification:

Workup

  1. temperatureat reflux for 10 hours
  2. filtrationwas then filtered
  3. customThe filtered solid was triturated with tetrahydrofuran
  4. customdried under vaccum

Sources & evidence

ORD record
ord-0a083cb95e954306aaf6318b7dbd4ec8
Source dataset
uspto-grants-2010_04
Patent number
US07691867B2

Reaction notes

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