Dimethylformamide → HCID 71748042, compound

HRID 571634Notes

Reaction equation

HRID 571634 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][C:5]2[N:6]([N:8]=[C:9]([C:11]([OH:13])=O)[CH:10]=2)[CH:7]=1.Cl.[Cl:15][C:16]1[CH:17]=[CH:18][C:19]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21][C:20]=2[N:26]=1.C(N(CC)CC)C.CN(C)C=O>O>[Br:1][C:2]1[CH:3]=[N:4][C:5]2[N:6]([N:8]=[C:9]([C:11]([N:23]3[CH2:24][CH2:25][C:19]4[CH:18]=[CH:17][C:16]([Cl:15])=[N:26][C:20]=4[CH2:21][CH2:22]3)=[O:13])[CH:10]=2)[CH:7]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 7719386-Bromopyrazolo[1,5-a]pyrimidine-2-carboxylic acidHCID 534383182-Chloro-6,7,8,9-tetrahydro-5H-pyrido[2,3-d]azepine--hydrogen chloride (1/1)

Product 1

HCID 71748042HCID 71748042, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 0.03 g (0.12 mmol) 6-bromo-pyrazolo[1,5-A]pyrimidine-2-carboxylic acid, 0.12 mmol 2-chloro-6,7,8,9-tetrahydro-5H-pyrido[2,3-d]azepine hydrochloride and 0.51 mmol triethyl amine (TEA) in 1.5 ml dimethylformamide (DMF) 0.14 mmol TBTU (O-(Benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate) was added and the reaction mixture was stirred at RT for 1 h. Water was added to the reaction mixture. The precipitate was collected and dried. Yield: 0.018 g (36% of theory). ESI-MS: m/z=406 (M+H)+; Rt(HPLC): 1.29 min. (Method J).

Workup

  1. customThe precipitate was collected
  2. customdried

Sources & evidence

ORD record
ord-7b896e8e08564d0e923105eb2cce194d
Source dataset
uspto-grants-2015_05
Patent number
US09029360B2

Reaction notes

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