HCID 58075414, compound → HCID 58075625, compound

HRID 451163Notes

Reaction equation

HRID 451163 reaction equation
Cl[C:2]1[N:3]=[C:4]([N:18]2[CH2:22][CH2:21][CH:20]([N:23]([CH3:31])[C:24](=[O:30])[O:25][C:26]([CH3:29])([CH3:28])[CH3:27])[CH2:19]2)[C:5]2[CH2:10][CH2:9][CH:8]([C:11]3[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=3)[C:6]=2[N:7]=1.[Cl:32][C:33]1[N:34]=[CH:35][N:36]([C:38]2[CH:44]=[CH:43][C:41]([NH2:42])=[CH:40][C:39]=2[O:45][CH3:46])[CH:37]=1>>[Cl:32][C:33]1[N:34]=[CH:35][N:36]([C:38]2[CH:44]=[CH:43][C:41]([NH:42][C:2]3[N:3]=[C:4]([N:18]4[CH2:22][CH2:21][CH:20]([N:23]([CH3:31])[C:24](=[O:30])[O:25][C:26]([CH3:27])([CH3:29])[CH3:28])[CH2:19]4)[C:5]4[CH2:10][CH2:9][CH:8]([C:11]5[CH:12]=[CH:13][C:14]([F:17])=[CH:15][CH:16]=5)[C:6]=4[N:7]=3)=[CH:40][C:39]=2[O:45][CH3:46])[CH:37]=1

Participants

3

Reactant 2

HCID 58075414HCID 58075414, compoundHCID 580757574-(4-chloro-1H-imidazol-1-yl)-3-methoxyaniline

Product 1

HCID 58075625HCID 58075625, compoundYield 49.5%

Procedure

tert-butyl 1-(2-chloro-7-(4-fluorophenyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)pyrrolidin-3-yl(methyl)carbamate (Preparation Hm) (148 mg, 0.331 mmol) and 4-(4-chloro-1H-imidazol-1-yl)-3-methoxyaniline (Preparation A) (74.1 mg, 0.331 mmol) were combined as per Example 26 to give the crude tert-butyl 1-(2-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenylamino)-7-(4-fluorophenyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)pyrrolidin-3-yl(methyl)carbamate (104 mg, 0.164 mmol, 49.5% yield) which was used without further purification. LC-MS (M+H)+=634.4.

Sources & evidence

ORD record
ord-3b379e9782e6494fa77749282dcc0843
Source dataset
uspto-grants-2013_07
Patent number
US08486952B2

Reaction notes

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