Ammonia → 2-[4-(5-Carbamoyl-3-indolyl)butyl]-1,2,3,4-tetrahydrobenzofuro[2,3-c]pyridine

HRID 621586Notes

Reaction equation

HRID 621586 reaction equation
[NH3:1].CO[C:4]([C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][CH:10]=[C:9]2[CH2:15][CH2:16][CH2:17][CH2:18][N:19]1[CH2:24][CH2:23][C:22]2[C:25]3[CH:31]=[CH:30][CH:29]=[CH:28][C:26]=3[O:27][C:21]=2[CH2:20]1)=[O:5]>CN(C)C=O>[C:4]([C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][CH:10]=[C:9]2[CH2:15][CH2:16][CH2:17][CH2:18][N:19]1[CH2:24][CH2:23][C:22]2[C:25]3[CH:31]=[CH:30][CH:29]=[CH:28][C:26]=3[O:27][C:21]=2[CH2:20]1)(=[O:5])[NH2:1]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 212432472-[4-(5-Methoxycarbonyl-3-indolyl)butyl]-1,2,3,4-tetrahydrobenzofuro[2,3-c]pyridine

Product 1

HCID 212432852-[4-(5-Carbamoyl-3-indolyl)butyl]-1,2,3,4-tetrahydrobenzofuro[2,3-c]pyridine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.02 mol of concentrated ammonia (D=0.9) is added dropwise to a solution of 4.02 g of 2-[4-(5-methoxycarbonyl-3-indolyl)butyl]-1,2,3,4-tetrahydrobenzofuro[2,3-c]pyridine in 30 ml of dimethylformamide at 20°. The mixture is stirred at 20° for 1 hour, the usual working up is carried out and 2-[4-(5-carbamoyl-3-indolyl)butyl]-1,2,3,4-tetrahydrobenzofuro[2,3-c]pyridine is obtained.

Sources & evidence

ORD record
ord-44a8c7a91dfc4d2f811fca8632ec0abb
Source dataset
uspto-grants-1989_04
Patent number
US04824852

Reaction notes

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