Sulfuric Acid → HCID 13579988, compound

HRID 482875Notes

Reaction equation

HRID 482875 reaction equation
[C:1]1([CH2:7][N:8]2[CH2:13][CH2:12][N:11]([C:14]3[C:32]([C:33]#[N:34])=[C:17]4[N:18]=[CH:19][CH:20]=[C:21]([C:22]5[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:31])([F:30])[F:29])[CH:23]=5)[N:16]4[N:15]=3)[CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(=O)(=O)(O)[OH:36]>>[C:1]1([CH2:7][N:8]2[CH2:13][CH2:12][N:11]([C:14]3[C:32]([C:33]([NH2:34])=[O:36])=[C:17]4[N:18]=[CH:19][CH:20]=[C:21]([C:22]5[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:31])([F:30])[F:29])[CH:23]=5)[N:16]4[N:15]=3)[CH2:10][CH2:9]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 13579953HCID 13579953, compound

Product 1

HCID 13579988HCID 13579988, compound

Procedure

A mixture of 7.0 g of 2-[4-(phenylmethyl)-1-piperazinyl]-7-[3-(trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine-3-carbonitrile (prepared as described in Example 24) and 50 ml of concentrated sulfuric acid was stirred at room temperature for 5 hours. The yellow solution was poured into ice/water. The precipitate formed was collected and washed with water, then dried in vacuo. The material was recrystallized from acetonitrile, collected and dried and gave 4.8 g of the product of the Example as a yellow solid, mp 252°-254° C.

Workup

  1. customThe precipitate formed
  2. customwas collected
  3. washwashed with water
  4. customdried in vacuo
  5. customThe material was recrystallized from acetonitrile
  6. customcollected
  7. customdried

Sources & evidence

ORD record
ord-b6248872d36846eab9544ffd80cb9f00
Source dataset
uspto-grants-1986_03
Patent number
US04576943

Reaction notes

Loading…