Hydrochloric Acid → HCID 136951822, compound

HRID 2200369Notes

Reaction equation

HRID 2200369 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][N:11]([CH:14]3[CH2:18][CH2:17][C:16]([C:19]4[NH:28][C:27](=[O:29])[C:26]5[CH2:25][C:24]6([CH2:31][CH2:30]6)[CH2:23][CH2:22][C:21]=5[N:20]=4)=[CH:15]3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.CO.[ClH:34]>ClCCl>[ClH:34].[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH2:13][CH2:12][N:11]([C@@H:14]3[CH2:18][CH2:17][C:16]([C:19]4[NH:28][C:27](=[O:29])[C:26]5[CH2:25][C:24]6([CH2:30][CH2:31]6)[CH2:23][CH2:22][C:21]=5[N:20]=4)=[CH:15]3)[CH2:10][CH2:9]2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 136493142HCID 136493142, compound

Product 1

HCID 136951822HCID 136951822, compoundYield 98.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

To a stirred solution of 2′-(3-(4-(4-fluorophenyl)piperazin-1-yl)cyclopent-1-en-1-yl)-7′,8′-dihydro-3′H-spiro[cyclopropane-1,6′-quinazolin]-4′(5′H)-one (550 mg, 1.308 mmol) in dichloromethane (15 ml), and methanol (15 ml) was added hydrochloric acid (2.62 ml, 5.23 mmol, 2M solution in ether) was added at 5-10° C. Reaction mix was stirred at 25° C. for 40-45 mins. Reaction mixture was concentrated under reduced pressure to obtain sticky solid, which was washed with ether (2×10 ml) to afford title compound (0.590 gm).

Workup

  1. additionwas added at 5-10° C
  2. customReaction
  3. additionmix
  4. customReaction mixture
  5. concentrationwas concentrated under reduced pressure
  6. customto obtain sticky solid, which
  7. washwas washed with ether (2×10 ml)

Sources & evidence

ORD record
ord-e1caccf830b844f9867e7830ba29df03
Source dataset
uspto-grants-2016_06
Patent number
US09359367B2

Reaction notes

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