Hydrochloric Acid → HCID 66664568, compound

HRID 1773606Notes

Reaction equation

HRID 1773606 reaction equation
[ClH:1].C(OC(=O)[NH:8][CH2:9][CH:10]1[CH2:15][CH2:14][N:13]([C:16]2[CH:25]=[C:24]3[C:19]([CH:20]=[CH:21][CH:22]=[N:23]3)=[CH:18][C:17]=2[NH:26][C:27]([C:29]2[CH:30]=[N:31][N:32]3[CH:37]=[C:36]([OH:38])[CH:35]=[N:34][C:33]=23)=[O:28])[CH2:12][CH2:11]1)(C)(C)C>ClCCl.N1C=CC=CC=1.O>[ClH:1].[NH2:8][CH2:9][CH:10]1[CH2:11][CH2:12][N:13]([C:16]2[CH:25]=[C:24]3[C:19]([CH:20]=[CH:21][CH:22]=[N:23]3)=[CH:18][C:17]=2[NH:26][C:27]([C:29]2[CH:30]=[N:31][N:32]3[CH:37]=[C:36]([OH:38])[CH:35]=[N:34][C:33]=23)=[O:28])[CH2:14][CH2:15]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 66665016HCID 66665016, compound

Product 1

HCID 66664568HCID 66664568, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 66926435Pyridine waterSolvent

Procedure

A solution of hydrochloric acid (1 M in Et2O, 5 mL) was added to a solution of (1-{6-[(6-hydroxy-pyrazolo[1,5-a]pyrimidine-3-carbonyl)-amino]-quinolin-7-yl}-piperidin-4-ylmethyl)-carbamic acid tert-butyl ester (0.22 g) in a mixture of dichloromethane and methanol (1/1, 10 mL) and the resulting mixture was stirred at room temperature overnight. The solid formed was collected by filtration, washed with ethanol and dried under reduced pressure to give 224 mg of 6-hydroxy-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid [7-(4-aminomethyl-piperidin-1-yl)-quinolin-6-yl]-amide hydrochloride as a light yellow powder. MS=418 [M+H]+; MP>300° C.

Workup

  1. customThe solid formed
  2. filtrationwas collected by filtration
  3. washwashed with ethanol
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-c3fb02495540417da0ab1a4d515433fb
Source dataset
uspto-grants-2016_02
Patent number
US09255110B2

Reaction notes

Loading…