HCID 67241947, compound → HCID 58315454, compound

HRID 1853243Notes

Reaction equation

HRID 1853243 reaction equation
Cl[C:2]1[N:3]=[CH:4][C:5]2[CH:10]=[C:9]([C:11]3[O:15][CH:14]=[N:13][CH:12]=3)[N:8]([CH:16]3[CH2:20][CH2:19][CH2:18][CH2:17]3)[C:6]=2[N:7]=1.C(OC([N:28]1[CH2:33][CH2:32][N:31]([CH2:34][C:35]2[CH:36]=[N:37][C:38]([NH2:41])=[CH:39][CH:40]=2)[CH2:30][CH2:29]1)=O)(C)(C)C>>[CH:16]1([N:8]2[C:6]3[N:7]=[C:2]([NH:41][C:38]4[CH:39]=[CH:40][C:35]([CH2:34][N:31]5[CH2:32][CH2:33][NH:28][CH2:29][CH2:30]5)=[CH:36][N:37]=4)[N:3]=[CH:4][C:5]=3[CH:10]=[C:9]2[C:11]2[O:15][CH:14]=[N:13][CH:12]=2)[CH2:20][CH2:19][CH2:18][CH2:17]1

Participants

3

Reactant 2

HCID 67241947HCID 67241947, compoundHCID 86690367HCID 86690367, compound

Product 1

HCID 58315454HCID 58315454, compoundYield 15%

Procedure

Following Buchwald Method B, 2-chloro-7-cyclopentyl-6-oxazol-5-y-l-7H-pyrrolo[2,3-d]pyrimidine (100 mg, 0.346 mmol) and 4-(6-amino-pyridin-3-ylmethyl)-piperazine-1-carboxylic acid tert-butyl ester (106 mg, 0.363 mmol), followed by deprotection using General Procedure A to give (7-cyclopentyl-6-oxazol-5-yl-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-(5-piperazin-1-ylmethyl-pyridin-2-yl)-amine (23 mg, 15%). MS (ESI) m/z 445.2 (M+H)+

Sources & evidence

ORD record
ord-c0629c2bb0904b3a8a19fef359f36a54
Source dataset
uspto-grants-2015_02
Patent number
US08962630B2

Reaction notes

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