1,2-Dichloroethane → HCID 178430156, compound

HRID 2168254Notes

Reaction equation

HRID 2168254 reaction equation
[F:1][C:2]1([F:19])[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][O:9][C:10]2[CH:11]=[C:12]([CH:16]=[CH:17][CH:18]=2)[C:13]([OH:15])=O)[CH2:3]1.C(Cl)C[Cl:22].C1C=CC2N(O)N=NC=2C=1.[CH3:34][C:35]1[C:43]2[C:38]([NH:39][CH:40]=[N:41][C:42]=2[N:44]2[CH2:49][CH2:48][CH:47]([NH2:50])[CH2:46][CH2:45]2)=[N:37][CH:36]=1.CCN(C(C)C)C(C)C>C(Cl)Cl.CN1CCCC1=O>[ClH:22].[F:19][C:2]1([F:1])[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][O:9][C:10]2[CH:11]=[C:12]([CH:16]=[CH:17][CH:18]=2)[C:13]([NH:50][CH:47]2[CH2:46][CH2:45][N:44]([C:42]3[N:41]=[CH:40][NH:39][C:38]4=[N:37][CH:36]=[C:35]([CH3:34])[C:43]=34)[CH2:49][CH2:48]2)=[O:15])[CH2:3]1

Participants

8

Reactant 5

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 67974246HCID 67974246, compoundHCID 178430153HCID 178430153, compound

Product 1

HCID 178430156HCID 178430156, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

To a solution of 3-{[2-(3,3-difluoro-1-pyrrolidinyl)ethyl]oxy}benzoic acid D53 (127 mg), EDC (149 mg, 0.778 mmol) and HOBT (119 mg, 0.778 mmol) in DCM (15 mL) stirred at 25° C. was added a solution of 1-(5-methyl-1H-pyrrolo[2,3-d]pyrimidin-4-yl)-4-piperidinamine D11a (90 mg) and DIEA (201 mg, 1.556 mmol) in N-Methyl-2-pyrrolidone (NMP) (5 mL).

Sources & evidence

ORD record
ord-9be3c0089a4a4c2ab673cb18caf3f3d0
Source dataset
uspto-grants-2015_06
Patent number
US09045485B2

Reaction notes

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