Ammonia → HCID 69136074, compound

HRID 969484Notes

Reaction equation

HRID 969484 reaction equation
[CH3:1][C:2]1[N:6]([CH3:7])[C:5]2[CH:8]=[C:9]([C:22](O)=[O:23])[C:10]3[CH2:11][CH2:12][CH:13]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)[O:14][C:15]=3[C:4]=2[N:3]=1.F[B-](F)(F)F.[N:30]1(OC(N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1.N>ClCCl>[CH3:1][C:2]1[N:6]([CH3:7])[C:5]2[CH:8]=[C:9]([C:22]([NH2:30])=[O:23])[C:10]3[CH2:11][CH2:12][CH:13]([C:16]4[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=4)[O:14][C:15]=3[C:4]=2[N:3]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 69134413HCID 69134413, compound

Product 1

HCID 69136074HCID 69136074, compoundYield 50.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a suspension of 0.3 g (0.93 mmol) 2,3-dimethyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid in dichloromethane (9 ml) were added 0.45 g (1.4 mmol) O-(1H-benzotriazol-1-yl)-N,N,N′, N′-tetramethyluronium tetrafluoroborate (TBTU) and the suspension was stirred for 64 h at room temperature. 11.1 ml (5.6 mmol) Ammonia (0.5 M in dioxane) were added and the mixture was stirred for 24 h at room temperature. The precipitate was filtered off and dried in vacuo at 40° C. to afford 0.15 g (48%) of the title compound as a yellow solid. m.p. 264°-267° C.

Workup

  1. stirringthe mixture was stirred for 24 h at room temperature
  2. filtrationThe precipitate was filtered off
  3. customdried in vacuo at 40° C.

Sources & evidence

ORD record
ord-00df05acf78940ddbfbab4779d0e6b0c
Source dataset
uspto-grants-2007_12
Patent number
US07307084B2

Reaction notes

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