4-(2-oxo-1,4-dihydroquinazolin-3(2H)-yl)piperidine-1-carbonyl chloride → N-((3S,6R)-1-(cyclopropylmethyl)-2-oxo-6-phenylazepan-3-yl)-4-(2-oxo-1,2-dihydroquinazolin-3(4H)-yl)piperidine-1-carboxamide

HRID 1271494Notes

Reaction equation

HRID 1271494 reaction equation
[NH2:1][C@H:2]1[CH2:8][CH2:7][C@H:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:5][N:4]([CH2:15][CH:16]2[CH2:18][CH2:17]2)[C:3]1=[O:19].[O:20]=[C:21]1[N:30]([CH:31]2[CH2:36][CH2:35][N:34]([C:37](Cl)=[O:38])[CH2:33][CH2:32]2)[CH2:29][C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[NH:22]1>>[CH:16]1([CH2:15][N:4]2[CH2:5][C@@H:6]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[CH2:7][CH2:8][C@H:2]([NH:1][C:37]([N:34]3[CH2:35][CH2:36][CH:31]([N:30]4[CH2:29][C:28]5[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=5)[NH:22][C:21]4=[O:20])[CH2:32][CH2:33]3)=[O:38])[C:3]2=[O:19])[CH2:18][CH2:17]1

Participants

3

Reactant 2

HCID 183211084-(2-oxo-1,4-dihydroquinazolin-3(2H)-yl)piperidine-1-carbonyl chlorideHCID 68565986(3S,6R)-3-amino-1-(cyclopropylmethyl)-6-phenylazepan-2-one

Product 1

HCID 11352820N-((3S,6R)-1-(cyclopropylmethyl)-2-oxo-6-phenylazepan-3-yl)-4-(2-oxo-1,2-dihydroquinazolin-3(4H)-yl)piperidine-1-carboxamide

Procedure

The title compound was prepared with (3S,6R)-3-amino-1-(cyclopropylmethyl)-6-phenylazepan-2-one and 4-(2-oxo-1,4-dihydroquinazolin-3(2H)-yl)piperidine-1-carbonyl chloride using a similar procedure to Example 4. MS 516 (M+1).

Sources & evidence

ORD record
ord-2e4e8d9e2d954ec3afbaaef66e84b533
Source dataset
uspto-grants-2007_04
Patent number
US07205292B2

Reaction notes

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